Welcome to LookChem.com Sign In|Join Free

CAS

  • or
2-Hydroxy-4-methoxybenzaldehyde, also known as syringaldehyde, is an organic compound that is the main component of root bark essential oil of Periploca sepium Bunge. It is a potential tyrosinase inhibitor present in African medicinal plants and is characterized by its creamy white to beige or light brown crystalline powder appearance.

673-22-3 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 673-22-3 Structure
  • Basic information

    1. Product Name: 2-Hydroxy-4-methoxybenzaldehyde
    2. Synonyms: 4-METHOXYSALICYLALDEHYDE;2-HYDROXY-P-ANISALDEHYDE;2-HYDROXY-4-METHOXYBENZALDEHYDE;2-HYDROXY-4-ANISALDEHYDE;2-hydroxy-p-anisaldehyd;4-Methoxysalicyaldehyde;4-o-methylresorcylaldehyde;o-Hydroxy-p-methoxybenzaldehyde
    3. CAS NO:673-22-3
    4. Molecular Formula: C8H8O3
    5. Molecular Weight: 152.15
    6. EINECS: 211-604-0
    7. Product Categories: FINE Chemical & INTERMEDIATES;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Aldehydes;Building Blocks;C8;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
    8. Mol File: 673-22-3.mol
  • Chemical Properties

    1. Melting Point: 41-43 °C(lit.)
    2. Boiling Point: 124 °C / 12mmHg
    3. Flash Point: >230 °F
    4. Appearance: Creamy white to beige or light brown/Crystalline Powder
    5. Density: 1.2143 (rough estimate)
    6. Vapor Pressure: 0.00387mmHg at 25°C
    7. Refractive Index: 1.4447 (estimate)
    8. Storage Temp.: Store below +30°C.
    9. Solubility: N/A
    10. PKA: 7.79±0.10(Predicted)
    11. Water Solubility: Solubility in methanol is almost transparent. Insoluble in water.
    12. Sensitive: Air Sensitive
    13. BRN: 1072443
    14. CAS DataBase Reference: 2-Hydroxy-4-methoxybenzaldehyde(CAS DataBase Reference)
    15. NIST Chemistry Reference: 2-Hydroxy-4-methoxybenzaldehyde(673-22-3)
    16. EPA Substance Registry System: 2-Hydroxy-4-methoxybenzaldehyde(673-22-3)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36-24/25
    4. WGK Germany: 3
    5. RTECS: BZ2810000
    6. F: 10
    7. TSCA: Yes
    8. HazardClass: N/A
    9. PackingGroup: N/A
    10. Hazardous Substances Data: 673-22-3(Hazardous Substances Data)

673-22-3 Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-4-methoxybenzaldehyde is used as a pharmaceutical intermediate for the synthesis of various drugs and compounds. Its tyrosinase inhibitory properties make it a valuable component in the development of medications targeting conditions related to melanin production.
Used in Chemical Synthesis:
2-Hydroxy-4-methoxybenzaldehyde is used as a key intermediate in the synthesis of Schiff base ligands, which are important in various chemical reactions and have applications in coordination chemistry, catalysis, and materials science.
Used in Flavor and Fragrance Industry:
As a component of essential oils, 2-Hydroxy-4-methoxybenzaldehyde can be used as a flavoring agent or fragrance compound in the food, beverage, and cosmetic industries due to its distinct aromatic properties.

Synthesis Reference(s)

Tetrahedron Letters, 7, p. 4153, 1966 DOI: 10.1016/0005-2760(66)90119-6

Check Digit Verification of cas no

The CAS Registry Mumber 673-22-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,7 and 3 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 673-22:
(5*6)+(4*7)+(3*3)+(2*2)+(1*2)=73
73 % 10 = 3
So 673-22-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O3/c1-11-7-3-2-6(5-9)8(10)4-7/h2-5,10H,1H3

673-22-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A12971)  2-Hydroxy-4-methoxybenzaldehyde, 98%   

  • 673-22-3

  • 1g

  • 191.0CNY

  • Detail
  • Alfa Aesar

  • (A12971)  2-Hydroxy-4-methoxybenzaldehyde, 98%   

  • 673-22-3

  • 5g

  • 473.0CNY

  • Detail
  • Alfa Aesar

  • (A12971)  2-Hydroxy-4-methoxybenzaldehyde, 98%   

  • 673-22-3

  • 25g

  • 1940.0CNY

  • Detail

673-22-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Hydroxy-4-methoxybenzaldehyde

1.2 Other means of identification

Product number -
Other names p-Anisaldehyde,2-hydroxy

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:673-22-3 SDS

673-22-3Synthetic route

formaldehyd
50-00-0

formaldehyd

O-methylresorcine
150-19-6

O-methylresorcine

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With triethylamine; magnesium chloride In tetrahydrofuran Inert atmosphere; Reflux;98%
With triethylamine; magnesium chloride In tetrahydrofuran Inert atmosphere; Reflux; regioselective reaction;92%
Stage #1: O-methylresorcine With triethylamine; magnesium chloride In acetonitrile at 20℃; for 0.25h;
Stage #2: formaldehyd In acetonitrile Reflux;
89%
2-(hydroxymethyl)-5-methoxyphenol
59648-29-2

2-(hydroxymethyl)-5-methoxyphenol

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With oxygen In ethanol at 20℃; under 760.051 Torr; for 0.316667h; Catalytic behavior; Green chemistry;98%
With dihydrogen peroxide at 20℃; for 3.5h; Catalytic behavior; Green chemistry;98%
With air; (acryl-TEMPO)-co-(allylamine-treated chlorophyll b-Co(III) complex) immobilized on SiO2-covered Fe3O4 magnetic nanoparticles In water at 25℃; for 0.333333h;94%
With oxygen In aq. buffer at 45℃; for 13h; pH=4.5; Reagent/catalyst; Green chemistry;93 %Chromat.
ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate
954374-77-7

ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

4-Bromo-1-naphthylamine
2298-07-9

4-Bromo-1-naphthylamine

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

C33H32NO8Br

C33H32NO8Br

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃;A n/a
B 95%
ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate
954374-77-7

ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

p-toluidine
106-49-0

p-toluidine

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

C30H33NO8
954374-93-7

C30H33NO8

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃;A n/a
B 95%
2,4-Dimethoxybenzaldehyde
613-45-6

2,4-Dimethoxybenzaldehyde

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -5 - 25℃;94%
With boron trichloride Ambient temperature;93%
With boron trichloride In dichloromethane at 0 - 20℃; for 16h; Dealkylation;93%
formaldehyd
50-00-0

formaldehyd

O-methylresorcine
150-19-6

O-methylresorcine

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

6-methoxysalicylaldehyde
700-44-7

6-methoxysalicylaldehyde

Conditions
ConditionsYield
With triethylamine; magnesium chloride In acetonitrile for 2h; Heating;A 91%
B 5%
With triethylamine; magnesium chloride
formic acid
64-18-6

formic acid

2-iodo-5-methoxyphenol
41046-70-2

2-iodo-5-methoxyphenol

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 2-iodo-5-methoxyphenol With iodine; triethylamine; triphenylphosphine In dichloromethane; toluene at 20℃; for 0.0833333h; Sealed tube; Green chemistry;
Stage #2: formic acid In dichloromethane; toluene at 70℃; for 1.5h; Sealed tube; Green chemistry;
91%
2-(2-hydroxy-4-methoxyphenyl)acetic acid
20503-09-7

2-(2-hydroxy-4-methoxyphenyl)acetic acid

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.5h; Oxidation; decarboxylation; Heating;90%
ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate
954374-77-7

ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

3-chloro-aniline
108-42-9

3-chloro-aniline

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

C29H30ClNO8

C29H30ClNO8

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃;A n/a
B 90%
ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate
954374-77-7

ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

isopropylamine
75-31-0

isopropylamine

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

C26H33NO8

C26H33NO8

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃;A n/a
B 89%
dimethyl sulfate
77-78-1

dimethyl sulfate

2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;86.3%
With potassium carbonate In acetone for 5h; Reflux;55%
With potassium carbonate In acetone for 5h; Reflux;55%
(2-formyl-5-methoxyphenyl)boronic acid
40138-18-9

(2-formyl-5-methoxyphenyl)boronic acid

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With N,N-dimethyl-p-toluidine N-oxide In dichloromethane at 20℃; for 0.0166667h;86%
dimethylsulfone
67-71-0

dimethylsulfone

2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With sodium hydrogencarbonate In toluene at 90℃; for 10h;83%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; bis-[(trifluoroacetoxy)iodo]benzene In 1,2-dichloro-ethane at 100℃; for 8h; Catalytic behavior; Reagent/catalyst; Temperature; Schlenk technique; Inert atmosphere; chemoselective reaction;72%
With boric acid tributyl ester; dihydrogen peroxide; sec.-butyllithium 1.) THP, 20 deg C, 45 min, 2.) 0 deg C, 1 h; Yield given. Multistep reaction;
Multi-step reaction with 2 steps
1.1: sodium sulfate / methanol / 24 h / Reflux
2.1: tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; oxygen / acetone / 0.5 h / 20 °C / Glovebox
2.2: 0.5 h / 70 °C / Glovebox
View Scheme
2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

methyl iodide
74-88-4

methyl iodide

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone for 2h; Heating;69%
With potassium carbonate In acetone at 20℃; Inert atmosphere;68.4%
With potassium carbonate In acetone at 20℃; for 24h;64%
chloro-(2,3-dimethyl-but-2-enyl)-dimethyl-silane

chloro-(2,3-dimethyl-but-2-enyl)-dimethyl-silane

methyl p-toluene sulfonate
80-48-8

methyl p-toluene sulfonate

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 1h; Heating;65%
3-methoxyphenyl formate
30114-41-1

3-methoxyphenyl formate

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With boron tribromide In 1,2-dichloro-ethane at -10 - 20℃; for 23h; Fries rearrangement;59%
2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

methyl iodide
74-88-4

methyl iodide

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

2,4-Dimethoxybenzaldehyde
613-45-6

2,4-Dimethoxybenzaldehyde

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In acetone at 23℃; for 18h;A 53%
B n/a
With potassium carbonate; β‐cyclodextrin In acetone for 3h; Product distribution; Heating; var. β-cyclodextrin derivatives and reagent ratio;A 63.6 % Spectr.
B 36.4 % Spectr.
dimethylsulfone
67-71-0

dimethylsulfone

2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

2,4-Dimethoxybenzaldehyde
613-45-6

2,4-Dimethoxybenzaldehyde

Conditions
ConditionsYield
With sodium hydrogencarbonate In acetone for 10h; Reflux;A 51%
B 33%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; bis-[(trifluoroacetoxy)iodo]benzene In 1,2-dichloro-ethane at 80℃; for 8h; Reagent/catalyst; Schlenk technique; Inert atmosphere;A 43%
B 9%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium acetate; bis-[(trifluoroacetoxy)iodo]benzene In 1,2-dichloro-ethane at 80℃; for 8h; Reagent/catalyst; Temperature; Schlenk technique; Inert atmosphere;A 5%
B 32%
2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
In diethyl ether at 0℃;40%
With diethyl ether
3-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
13198-99-7

3-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

1-(2-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanedione
77184-86-2

1-(2-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanedione

C

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

D

6-methoxy-2-(4-methoxybenzoyloxy)-3(2H)-benzofuranone

6-methoxy-2-(4-methoxybenzoyloxy)-3(2H)-benzofuranone

Conditions
ConditionsYield
With manganese triacetate In acetic acid Heating; Further byproducts given;A 30%
B 8%
C 34 % Spectr.
D 4%
With manganese triacetate In acetic acid Heating; Further byproducts given;A 3%
B 8%
C 34 % Spectr.
D 4%
O-methylresorcine
150-19-6

O-methylresorcine

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

6-methoxysalicylaldehyde
700-44-7

6-methoxysalicylaldehyde

C

4-hydroxy-2-methoxybenzaldehyde
18278-34-7

4-hydroxy-2-methoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: O-methylresorcine With titanium tetrachloride In dichloromethane at 0℃; for 1h; Inert atmosphere;
Stage #2: Dichloromethyl methyl ether In dichloromethane at 0℃; for 0.75h; Inert atmosphere; Overall yield = 61 %;
A n/a
B n/a
C 17%
diethyl ether
60-29-7

diethyl ether

2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

2,4-Dimethoxybenzaldehyde
613-45-6

2,4-Dimethoxybenzaldehyde

O-methylresorcine
150-19-6

O-methylresorcine

hydrogen cyanide
74-90-8

hydrogen cyanide

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

4-hydroxy-2-methoxybenzaldehyde
18278-34-7

4-hydroxy-2-methoxybenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether und Erhitzen des Reaktionsprodukts mit Wasser;
With hydrogenchloride
With hydrogenchloride; zinc(II) chloride
With hydrogenchloride; aluminium trichloride
With hydrogenchloride Darst.;
O-methylresorcine
150-19-6

O-methylresorcine

chloroform
67-66-3

chloroform

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

4-hydroxy-2-methoxybenzaldehyde
18278-34-7

4-hydroxy-2-methoxybenzaldehyde

Conditions
ConditionsYield
With sodium hydroxide Nebenprod. 2: zwei isomeren Resorcindialdehydmonomethylaethern;
2-hydroxy-4-methoxy-benzoic acid-(N-methyl-anilide)

2-hydroxy-4-methoxy-benzoic acid-(N-methyl-anilide)

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With lithium aluminium tetrahydride
O-methylresorcine
150-19-6

O-methylresorcine

N,N'-diphenylformamidine
864131-95-3

N,N'-diphenylformamidine

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
at 185℃; und Kochen des Reaktionsprodukts mit Natronlauge;
dimethyl sulfate
77-78-1

dimethyl sulfate

2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

A

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

4-hydroxy-2-methoxybenzaldehyde
18278-34-7

4-hydroxy-2-methoxybenzaldehyde

Conditions
ConditionsYield
With methanol; sodium carbonate
methyl bromide
74-83-9

methyl bromide

2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With water; sodium carbonate at 70 - 80℃;
With sodium ethanolate In ethanol
With potassium hydrogencarbonate In N,N-dimethyl-formamide for 3h; Etherification; Heating;
With potassium carbonate; potassium iodide In acetone for 48h; Reflux;
With potassium hydrogencarbonate; potassium iodide In acetone for 48h; Reflux;
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

4-methoxycatechol
3934-97-2

4-methoxycatechol

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran; water at 20℃; for 1h; Dakin reaction;100%
With 7,8-difluoro-1,3-dimethyl-5-ethyl-4a-hydroperoxyalloxazine; dihydrogen peroxide; sodium hydrogencarbonate In methanol; water at 20℃; for 0.166667h; Dakin oxidation;95%
With dihydrogen peroxide at 20℃; for 0.833333h; Dakin Phenol Oxidation; Green chemistry;94%
With dihydrogen peroxide In water at 20℃; for 2.5h; Dakin Phenol Oxidation; Green chemistry;92%
With sodium percarbonate In tetrahydrofuran; water for 2h; ultrasonication;83%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

ethyl 3-(2-hydroxy-4-methoxyphenyl)-(E)-2-propenoate
139386-27-9

ethyl 3-(2-hydroxy-4-methoxyphenyl)-(E)-2-propenoate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h; Wittig Olefination;100%
In dichloromethane at 20℃;100%
In toluene at 20℃; Inert atmosphere;90%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

propargyl bromide
106-96-7

propargyl bromide

4-methoxy-2-[(prop-2-yn-1-yl)oxy]benzaldehyde
236390-57-1

4-methoxy-2-[(prop-2-yn-1-yl)oxy]benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;100%
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 3h; Inert atmosphere;99%
Stage #1: 2-Hydroxy-4-methoxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere;
Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
95%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

methyl (triphenylphosphoranylidene)acetate
21204-67-1

methyl (triphenylphosphoranylidene)acetate

(E)-methyl 2’-hydroxy-4’-methoxycinnamate
93198-68-6

(E)-methyl 2’-hydroxy-4’-methoxycinnamate

Conditions
ConditionsYield
In tetrahydrofuran at 95℃; for 5h; Wittig reaction;100%
In dichloromethane at 0 - 20℃; for 15h; Wittig Olefination; Inert atmosphere;93%
In toluene at 150℃; for 0.166667h; Wittig Olefination; Inert atmosphere; Microwave irradiation; Sealed tube; stereoselective reaction;89%
In toluene at 20℃; Inert atmosphere;86%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

N-tertbutylhydroxylamine hydrochloride
57497-39-9

N-tertbutylhydroxylamine hydrochloride

α-(2-hydroxy-4-methoxyphenyl)-N-tert-butylnitrone
255052-05-2

α-(2-hydroxy-4-methoxyphenyl)-N-tert-butylnitrone

Conditions
ConditionsYield
With pyrrolidine In methanol; water at 20℃; for 16h;100%
With magnesium oxide at 20℃; for 0.0916667h; Neat (no solvent); Grinding;86%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

(1R,2R)-1,2-diaminocyclohexane
20439-47-8

(1R,2R)-1,2-diaminocyclohexane

N,N'-bis(4-methoxysalicylidene)-(R,R')-1,2-cyclohexanediamine

N,N'-bis(4-methoxysalicylidene)-(R,R')-1,2-cyclohexanediamine

Conditions
ConditionsYield
In methanol100%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

4-methoxyphenyl magnesium bromide
13139-86-1

4-methoxyphenyl magnesium bromide

2-hydroxy-4,4'-dimethoxydiphenylmethanol
433331-87-4

2-hydroxy-4,4'-dimethoxydiphenylmethanol

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; Inert atmosphere;100%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

3-(3,4-dimethoxyphenyl)prop-2-yn-1-ol
6258-35-1

3-(3,4-dimethoxyphenyl)prop-2-yn-1-ol

2-((3-(3,4-dimethoxyphenyl)prop-2-yn-1-yl)oxy)-4-methoxybenzaldehyde

2-((3-(3,4-dimethoxyphenyl)prop-2-yn-1-yl)oxy)-4-methoxybenzaldehyde

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 0 - 20℃; for 18h; Mitsunobu Displacement;100%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

2-((tert-butyldimethylsilyl)oxy)-4-methoxybenzaldehyde
192711-11-8

2-((tert-butyldimethylsilyl)oxy)-4-methoxybenzaldehyde

Conditions
ConditionsYield
With 1H-imidazole; tert-butyldimethylsilyl chloride In dichloromethane at 20℃; Inert atmosphere;100%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

3-Methoxy-6-(1'-hydroxypentyl)phenol
137362-04-0

3-Methoxy-6-(1'-hydroxypentyl)phenol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; Alkylation;99.5%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

2-hydroxy-4-methoxybenzaldehyde oxime
17861-16-4

2-hydroxy-4-methoxybenzaldehyde oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 0 - 20℃;99%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water for 3h; Reflux;83%
With hydroxylamine hydrochloride; potassium carbonate In water Reflux;77%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

acetic anhydride
108-24-7

acetic anhydride

2-formyl-5-methoxyphenyl acetate
62536-84-9

2-formyl-5-methoxyphenyl acetate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 1h;99%
In pyridine for 17h;70%
With pyridine at 20℃; for 24h;
With pyridine at 20℃; for 4h;
With pyridine
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

N,N-phenylbistrifluoromethane-sulfonimide
37595-74-7

N,N-phenylbistrifluoromethane-sulfonimide

4-methoxy-2-trifluoromethanesulfonyloxybenzaldehyde
197015-32-0

4-methoxy-2-trifluoromethanesulfonyloxybenzaldehyde

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;99%
With triethylamine In dichloromethane at 0 - 20℃;95%
With triethylamine90%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

ethylenediamine
107-15-3

ethylenediamine

N,N′-bis(4-methoxysalicylidene)-1,2-diaminoethane
157982-82-6

N,N′-bis(4-methoxysalicylidene)-1,2-diaminoethane

Conditions
ConditionsYield
In ethanol for 3h; Inert atmosphere; Reflux;99%
In methanol Reflux;84%
In ethanol at 20℃; for 6h;80%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

1-(bromoacetyl)-3-propylazulene
490038-99-8

1-(bromoacetyl)-3-propylazulene

1-(6-methoxybenzofuran-2-carbonyl)-3-propylazulene

1-(6-methoxybenzofuran-2-carbonyl)-3-propylazulene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 9.5h; Heating;99%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

methyl-triphenylphosphonium iodide
2065-66-9

methyl-triphenylphosphonium iodide

2-hydroxy-4-methoxy-styrene
522592-59-2

2-hydroxy-4-methoxy-styrene

Conditions
ConditionsYield
Stage #1: methyl-triphenylphosphonium iodide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 2h;
Stage #2: 2-Hydroxy-4-methoxybenzaldehyde In tetrahydrofuran; hexane at -78℃; Wittig reaction;
99%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

N-tert-Butylhydroxylamine
16649-50-6

N-tert-Butylhydroxylamine

α-(2-hydroxy-4-methoxyphenyl)-N-tert-butylnitrone
255052-05-2

α-(2-hydroxy-4-methoxyphenyl)-N-tert-butylnitrone

Conditions
ConditionsYield
for 0.0583333h; Ionic liquid; Microwave irradiation;99%
72.9%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

2-(1-methyl-1H-indol-3-yl)ethylamine
7518-21-0

2-(1-methyl-1H-indol-3-yl)ethylamine

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

C21H19F3N2O3

C21H19F3N2O3

Conditions
ConditionsYield
Stage #1: 2-Hydroxy-4-methoxybenzaldehyde; 2-(1-methyl-1H-indol-3-yl)ethylamine In chloroform at -40℃; for 8h; Molecular sieve;
Stage #2: trifluoroacetic anhydride In chloroform at -40℃; Molecular sieve;
99%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

3,4,5-tri(2’,3’-dihydrophytyloxy)benzylchloride

3,4,5-tri(2’,3’-dihydrophytyloxy)benzylchloride

2-(3’,4’,5’-tri(2

2-(3’,4’,5’-tri(2",3"-dihydrophytyloxy)benzyloxy)-4-methoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;99%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

(±)-trans-N,N′-1,2-cyclohexylenebis(2-hydroxy-4-methoxybenzylideneamine)

(±)-trans-N,N′-1,2-cyclohexylenebis(2-hydroxy-4-methoxybenzylideneamine)

Conditions
ConditionsYield
In neat (no solvent) for 0.166667h;99%
In ethanol at 20℃; for 6h;80%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

1-(6-methoxybenzofuran-2-yl)ethan-1-one
52814-92-3

1-(6-methoxybenzofuran-2-yl)ethan-1-one

Conditions
ConditionsYield
With potassium carbonate; chloroacetone In acetone for 24h; Inert atmosphere; Reflux;99%
Multi-step reaction with 2 steps
1: caesium carbonate / N,N-dimethyl-formamide / 18 h / 22 °C
2: toluene-4-sulfonic acid / tetrahydrofuran / 1 h / 20 °C
View Scheme
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

dimedone
126-81-8

dimedone

malononitrile
109-77-3

malononitrile

C19H20N2O4

C19H20N2O4

Conditions
ConditionsYield
With Fe3O4(at)SiO2(at)Propyl-7-aminonaphthalene-1,3-disulfonic acid In water for 0.583333h; Reflux;99%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

ethyl 2-amino-3-phenylpropanoate hydrochloride
3182-93-2

ethyl 2-amino-3-phenylpropanoate hydrochloride

ethyl (E)-2-((2-hydroxy-4-methoxybenzylidene)amino)-3-phenylpropanoate

ethyl (E)-2-((2-hydroxy-4-methoxybenzylidene)amino)-3-phenylpropanoate

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 24h; Inert atmosphere;99%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

C8H10N2O2

C8H10N2O2

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 20℃;99%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

1H-benzimidazol-2-acetonitrile
4414-88-4

1H-benzimidazol-2-acetonitrile

3-(1H-benzoimidazol-2-yl)-7-methoxy-chromen-2-ylideneamine

3-(1H-benzoimidazol-2-yl)-7-methoxy-chromen-2-ylideneamine

Conditions
ConditionsYield
With piperidine; acetic acid In acetonitrile for 8h; Reflux;98.7%
With piperidine In ethanol
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

5-bromo-2-hydroxy-4-methoxybenzaldehyde
57543-36-9

5-bromo-2-hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With bromine In dichloromethane at -20℃; for 0.333333h; Inert atmosphere; regioselective reaction;98%
With 1,3-di-n-butyl-1H-imidazol-3-ium tribromide at 20℃; Neat (no solvent); regioselective reaction;98%
With bromine; acetic acid at 0 - 20℃; for 2h;90%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

ethyl bromoacetate
105-36-2

ethyl bromoacetate

2-ethoxycarbonylmethoxy-4-methoxybenzaldehyde
76322-06-0

2-ethoxycarbonylmethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 2-Hydroxy-4-methoxybenzaldehyde With sodium carbonate In acetone for 0.5h; Large scale;
Stage #2: ethyl bromoacetate In acetone for 2h; Reagent/catalyst; Reflux; Large scale;
98%
With potassium carbonate In N,N-dimethyl-formamide97%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;97%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

allyl bromide
106-95-6

allyl bromide

2-allyloxy-4-methoxybenzaldehyde
71186-58-8

2-allyloxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With sodium hydroxide; benzyltri(n-butyl)ammonium chloride In dichloromethane Ambient temperature;98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;98%
With potassium carbonate In N,N-dimethyl-formamide98%
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

1-[4-((E)-4-methoxyl-2-hydroxybenzylidene)]oxime
155912-26-8

1-[4-((E)-4-methoxyl-2-hydroxybenzylidene)]oxime

Conditions
ConditionsYield
With pyridine; hydroxylamine hydrochloride In ethanol at 60℃; for 3h; Inert atmosphere;98%
With N-hydroxyphthalimide In water at 90℃; for 3h; Sealed tube;90%
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 0 - 20℃; for 1h;71%
With pyridine; hydroxylamine hydrochloride In ethanol Condensation;
With hydroxylamine hydrochloride; triethylamine In ethanol; ethyl acetate
2-Hydroxy-4-methoxybenzaldehyde
673-22-3

2-Hydroxy-4-methoxybenzaldehyde

(1R,2S,4aR,8aR)-2-hydroxy-decahydro-5,5,8a-trimethyl-1-naphthylmethanol
190451-39-9

(1R,2S,4aR,8aR)-2-hydroxy-decahydro-5,5,8a-trimethyl-1-naphthylmethanol

1-[(3R,4aS,6aR,10aR,10bR)-decahydro-7,7,10a-trimethyl-1H-naphtho-[2,1-d][1,3]-dioxin-3-yl]-4-methoxy-2-phenol

1-[(3R,4aS,6aR,10aR,10bR)-decahydro-7,7,10a-trimethyl-1H-naphtho-[2,1-d][1,3]-dioxin-3-yl]-4-methoxy-2-phenol

Conditions
ConditionsYield
With sulfuric acid In dimethyl sulfoxide at 20℃; for 1.5h;98%

673-22-3Relevant articles and documents

Formylation of activated arenes by phenyl formate: Implications for the mechanism of the Fries rearrangement of aryl formates

Bagno, Alessandro,Kantiehner, Willi,Saielli, Giacomo

, p. 682 - 687 (2008)

We present an NMR and DFT investigation of the reaction of phenyl formate with 3-methoxyphenol and 3,5-dimethoxyphenol with excess BCl3. The products obtained (3-methoxy- and 3,5-dimethoxy-salicylaldehyde, respectively) are the same as those resulting from the Fries rearrangement of 3-methoxy- and 3,5-dimethoxy-phenyl formate. These results represent a novel regioselective synthetic route to aromatic aldehydes, using phenyl formate as a source of formylating agent. They also unambiguously prove that the Fries rearrangement of aryl formates (that we recently investigated in J. Org. Chem. 71, 9331-9340, 2006) is intermolecular: the intermediate formyl chloride is released in situ and, in turn, it formylates the intermediate dichloroborate ester of 3-methoxy- and 3,5-dimethoxy-phenol in a second independent step. The -BCl2 moiety bound to the aryl oxygen of the substituted phenol interacts with the formyl chloride strongly favouring the ortho substitution. Copyright

Phosphine-catalyzed sequential (2+3)/(2+4) annulation of γ-vinyl allenoates: Access to the synthesis of chromeno[4,3-: B] pyrroles

Huang, You,Li, Xiaohu

supporting information, p. 9934 - 9937 (2021/10/12)

A phosphine-catalyzed cascade (2+3)/(2+4) cyclization reaction of γ-vinyl allenoates with aldimine esters has been developed to provide a series of chromeno[4,3-b]pyrrole derivatives that contain three contiguous stereogenic centers. The method gives a good yield, excellent chemoselectivity and diastereoselectivity under mild conditions.

Anchimerically Assisted Selective Cleavage of Acid-Labile Aryl Alkyl Ethers by Aluminum Triiodide and N, N-Dimethylformamide Dimethyl Acetal

Sang, Dayong,Yue, Huaxin,Zhao, Zhengdong,Yang, Pengtao,Tian, Juan

, p. 6429 - 6440 (2020/07/14)

Aluminum triiodide is harnessed by N,N-dimethylformamide dimethyl acetal (DMF-DMA) for the selective cleavage of ethers via neighboring group participation. Various acid-labile functional groups, including carboxylate, allyl, tert-butyldimethylsilyl (TBS), and tert-butoxycarbonyl (Boc), suffer the conditions intact. The method offers an efficient approach to cleaving catechol monoalkyl ethers and to uncovering phenols from acetal-type protecting groups such as methoxymethyl (MOM), methoxyethoxymethyl (MEM), and tetrahydropyranyl (THP) chemoselectively.

Selective ether bond breaking method of aryl alkyl ether

-

Paragraph 0166-0170, (2020/09/16)

The invention discloses a selective aryl alkyl ether cracking method, which comprises that aryl alkyl ether, aluminum iodide and an additive are subjected to a selective ether bond cleavage reaction in an organic solvent at a temperature of -20 DEG C to a reflux temperature to generate phenol and derivatives thereof. The method is mild in condition and simple and convenient to operate, is suitablefor cracking aryl alkyl ether containing o-hydroxyl and o-carbonyl and acetal ether, and can also be used for removing tertiary carbon hydroxyl protecting groups with higher steric hindrance, such astriphenylmethyl, tertiary butyl and the like.

Catalytic oxidation of alcohols and alkyl benzenes to carbonyls using Fe3O4?SiO2?(TEMPO)-: Co -(Chlorophyll-CoIII) as a bi-functional, self-co-oxidant nanocatalyst

Hamah-Ameen, Baram Ahmed,Kazemnejadi, Milad,Mahmoudi, Boshra,Rostami, Amin

, p. 6600 - 6613 (2020/11/16)

Chlorophyll b was extracted from heliotropium europaeum plant, demetalated, allylated and grafted to acrylated TEMPO through a copolymerization protocol. Then, the chlorophyll monomers were coordinated to Co ions, immobilized on magnetic nanoparticles and the resulting hybrid was used as a powerful catalyst for a variety of oxidation reactions. By using the present method, oxidation of benzylic alcohols and alkyl benzenes to carbonyls was accomplished in water under aerobic conditions. Moreover, direct oxidation of alcohols to carboxylic acids was performed by adding NaOCl to the mixture. All entries were oxidized to the corresponding desired product with high to excellent yields and up to 97% selectivity. The catalyst was thoroughly characterized by CV, TGA, VSM, XRD, XPS, DLS, FE-SEM, TEM, UV-Vis, EDX, and BET analyses. The activity of the catalyst was investigated by applying various components of the catalyst to the oxidation model separately. The reasonable mechanisms are suggested based on the cooperation between the TEMPO groups and cobalt(iii) (or Co(iv)) sites on the catalyst. The catalyst could be recovered and reused for at least 7 consecutive recycles without any considerable reactivity loss. This journal is

Polymer-incarcerated palladium-catalyzed facile: In situ carbonylation for the synthesis of aryl aldehydes and diaryl ketones using CO surrogates under ambient conditions

Dey, Tusar Kanto,Basu, Priyanka,Riyajuddin, Sk,Ghosh, Aniruddha,Ghosh, Kaushik,Manirul Islam, Sk

, p. 9802 - 9814 (2019/07/04)

In this existing work, an efficient polymer-supported palladium catalyst, a furfurylamine-functionalized Merrifield complex of palladium [Pd@(Merf-FA)], was synthesized and characterized, showing excellent catalytic activity towards in situ carbonylation reactions using carbon monoxide surrogates like formic acid and chloroform. Herein, we examined the catalytic activity of the Pd@(Merf-FA) catalyst for the formylation of aryl iodides and carbonylative Suzuki-Miyaura coupling reactions. The Pd@(Merf-FA) catalyst was systematically characterized by several techniques like HRTEM, elemental mapping, PXRD, TGA-DTA, FESEM, UV-vis, EDAX, CHN and AAS analysis. The catalyst is highly recyclable, able to be recycled up to six times without showing any significant decrease in catalytic activity. The [Pd@(Merf-FA)] catalyst proved to be more efficient compared to the corresponding homogeneous palladium catalyst. In addition, the leaching experiment of the synthesized catalyst was studied, which showed that negligible leaching of metal occurred from the polymeric support.

Fe3O4@SiO2@Im[Cl]Mn(III)-complex as a highly efficient magnetically recoverable nanocatalyst for selective oxidation of alcohol to imine and oxime

Kazemnejadi, Milad,Alavi, Seyyedeh Ameneh,Rezazadeh, Zinat,Nasseri, Mohammad Ali,Allahresani, Ali,Esmaeilpour, Mohsen

, p. 230 - 249 (2019/03/28)

An efficient and environmentally friendly oxidation process for the one-pot preparation of oxime, imine and carbonyl compounds through alcohol oxidation in the presence of H2O2 and/or O2 have been developed by a melamine-Mn(III) Schiff base complex supported on Fe3O4@SiO2–Cl nanoparticles, named as Fe3O4@SiO2@Im[Cl]Mn(III)-complex nanocomposite, at room temperature. Direct oxidation of alcohol to carboxylic acid was performed using the catalyst in the presence of molecular O2 at room temperature in a different approach. The oxidation products were obtained with excellent yields and high TOFs. The properties of the catalyst were characterized by Fourier transform infrared spectroscopy (FTIR), elemental analysis (C, H, N), X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM), dynamic light scattering (DLS), energy dispersive X-ray analysis (EDX), X-ray photoelectron spectroscopy (XPS), inductive coupled plasma (ICP), cyclic voltammetry (CV), nuclear magnetic resonance (1H & 13C NMR), vibration sample magnetometer (VSM), Brunauer– Emmett–Teller (BET) and differential pulse voltammetry (DPV) analyses. The mechanism of the oxidation processes was investigated for the both H2O2 and O2 oxidants. The role of the imidazolium moiety in the catalyst as a secondary functionality was investigated. Chemoselectivity behavior of the catalyst was studied by some combinations. The catalyst could be recycled from the reaction mixture by a simple external magnet and reused for several times without any considerable reactivity loss.

Phosphine-Catalyzed [3+2] Annulation of β-Sulfonamido-Substituted Enones with Sulfamate-Derived Cyclic Imines

Shi, Wangyu,Zhou, Leijie,Mao, Biming,Wang, Qijun,Wang, Chang,Zhang, Cheng,Li, Xuefeng,Xiao, Yumei,Guo, Hongchao

supporting information, p. 679 - 685 (2019/01/24)

Phosphine-catalyzed [3+2] annulation of β-sulfonamido-substituted enones and sulfamate-derived cyclic imines has been developed, giving a series of imidazoline derivatives in moderate to excellent yields with good to excellent diastereoselectivities. A scale-up reaction worked well under mild reaction conditions. A possible mechanism was proposed on the basis of the results obtained.

Dimer ester micromolecule PROTACs for inducing MDM2 to self-degrade E3 ubiquitin ligase

-

Paragraph 0133; 0142; 0143; 0168, (2018/10/19)

The invention provides dimer ester micromolecule PROTACs for inducing MDM2 to self-degrade E3 ubiquitin ligase. The structure of the PROTACs is shown in the specification, wherein in a compound (I), L1 is C1-C30 linear or branched alkyl with or without a substituent group, and any carbon atom in L1 is optionally replaced by heteroatom; R1, R2, R3 and R4 are C1-C30 linear or branched alkyl with orwithout a substituent group, C1-C30 aryl with or a without substituent group, C1-C30 linear or branched alkylaryl with or without a substituent group or C1-C30 linear or branched aryl alkyl with or without a substituent group respectively and independently; X1, X2, X3 and X4 are halogen respectively and independently.

Dimer amide micromolecule PROTACs for inducing MDM2 to self-degrade E3 ubiquitin ligase

-

Paragraph 0132; 0141; 0142, (2018/10/19)

The invention provides dimer amide micromolecule PROTACs for inducing MDM2 to self-degrade E3 ubiquitin ligase. The structure of the PROTACs is shown in the specification, wherein in a compound (I), L1 is C1-C30 linear or branched alkyl with or without a substituent group, and any carbon atom in L1 is optionally replaced by heteroatom; R1, R2, R3 and R4 are C1-C30 linear or branched alkyl with orwithout a substituent group, C1-C30 aryl with or without a substituent group, C1-C30 linear or branched alkylaryl with or without a substituent group or C1-C30 linear or branched aryl alkyl with or without a substituent group respectively and independently; X1, X2, X3 and X4 are halogen respectively and independently.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 673-22-3