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5703-26-4

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5703-26-4 Usage

Synthesis Reference(s)

Tetrahedron Letters, 31, p. 7499, 1990 DOI: 10.1016/S0040-4039(00)88528-7

Check Digit Verification of cas no

The CAS Registry Mumber 5703-26-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,7,0 and 3 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 5703-26:
(6*5)+(5*7)+(4*0)+(3*3)+(2*2)+(1*6)=84
84 % 10 = 4
So 5703-26-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O2/c1-11-9-4-2-8(3-5-9)6-7-10/h2-5,7H,6H2,1H3

5703-26-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(4-Methoxyphenyl)acetaldehyde

1.2 Other means of identification

Product number -
Other names Benzeneacetaldehyde, 4-methoxy-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:5703-26-4 SDS

5703-26-4Synthetic route

4-[(E)-2-(4-Methoxy-phenyl)-vinyl]-morpholine
80743-36-8

4-[(E)-2-(4-Methoxy-phenyl)-vinyl]-morpholine

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With aq. acid for 1h; Ambient temperature;100%
4-methoxy-phenyl acetic acid methyl ester
23786-14-3

4-methoxy-phenyl acetic acid methyl ester

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With diisobutylaluminium hydride In toluene at -78℃; for 1.16667 - 1.25h;100%
With diisobutylaluminium hydride In toluene at -70℃; for 0.5h;81%
With diisobutylaluminium hydride In dichloromethane; toluene at -78℃; for 1.5h; Inert atmosphere;80%
2-(4-Methoxyphenyl)ethanol
702-23-8

2-(4-Methoxyphenyl)ethanol

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 1h;100%
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 1h;100%
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 1h;100%
Estragole
140-67-0

Estragole

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With 2,6-dimethylpyridine; osmium(VIII) oxide; [bis(acetoxy)iodo]benzene; water In tetrahydrofuran at 25℃; for 8h; Inert atmosphere;97%
Stage #1: Estragole With ozone In dichloromethane at -78℃;
Stage #2: With (Z,Z,Z)-4,4'-bis[4-(diphenylphosphino)styryl]stilbene In dichloromethane at -78 - 23℃; for 0.5h;
Stage #3: With erythrosine B In tetrahydrofuran for 1h; Irradiation;
91%
bei der Ozonspaltung;
1-azido-2-(4-methoxyphenyl)propan-2-ol

1-azido-2-(4-methoxyphenyl)propan-2-ol

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With bis[dicarbonylcyclopentadienylruthenium(I)] In tetrahydrofuran-d8 at 20℃; Inert atmosphere; Irradiation;97%
2-(4-methoxyphenyl)oxirane
6388-72-3

2-(4-methoxyphenyl)oxirane

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With sodium tetrahydroborate In benzene at 45℃; for 2.5h;96%
With indium(III) chloride In tetrahydrofuran at 25℃; for 0.166667h; Rearrangement;90%
With oxovanadium(V) ethoxydichloride In ethanol at 20℃; for 4h; Rearrangement;90%
4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With Halomonas elongata/Co imm pyridoxal phosphate In toluene at 37℃; for 0.25h; pH=7.5; Flow reactor; Enzymatic reaction;95%
S-ethyl 2-(4-methoxyphenyl)ethanethioate

S-ethyl 2-(4-methoxyphenyl)ethanethioate

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With triethylsilane; palladium on activated charcoal In tetrahydrofuran at 20℃; for 2h; Fukuyama reduction;93%
(E/Z)-1-methoxy-4-(2-methoxyvinyl)benzene
101565-19-9

(E/Z)-1-methoxy-4-(2-methoxyvinyl)benzene

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With oxalyl dichloride In ethanol; chloroform; water at 20℃; for 1h;93%
With formic acid In dichloromethane for 16h; Reflux;85%
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;66%
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

acetonitrile
75-05-8

acetonitrile

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With C48H36Cl4N8Zn2(2+)*2Cl(1-); oxygen at 20℃; for 4h; Reagent/catalyst; Irradiation;90.7%
4-Methoxystyrene
637-69-4

4-Methoxystyrene

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With Pyridine-2,6-dicarboxylic acid; iron(II) tetrafluoroborate hexahydrate; iodosylbenzene In chloroform at 20℃; for 20h; Molecular sieve; regioselective reaction;90%
With ammonium persulfate; Pd(E-2-(benzylthio)-N-{(2-methoxynaphthalene-1-yl)methylene}benzenamine)Cl; 1-butyl-3-methylimidazolium Tetrafluoroborate In water at 70℃; for 0.25h; Wacker Oxidation; Microwave irradiation; regioselective reaction;85%
With iodosylbenzene; 5,5'-dinitro-N,N'-ethylenebis(salicylideneaminato) manganese(III)(hexafluorophosphate) In acetonitrile at 25℃;48%
diethyl ether
60-29-7

diethyl ether

4-methoxy-phenyl acetic acid methyl ester
23786-14-3

4-methoxy-phenyl acetic acid methyl ester

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With diisobutylaluminium hydride; sodium hydrogencarbonate In toluene90%
(methoxymethyl)triphenylphosphonium chloride
4009-98-7

(methoxymethyl)triphenylphosphonium chloride

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
Stage #1: (methoxymethyl)triphenylphosphonium chloride; 4-methoxy-benzaldehyde With lithium hexamethyldisilazane In tetrahydrofuran Wittig Olefination;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Reflux;
90%
Stage #1: (methoxymethyl)triphenylphosphonium chloride With sodium hexamethyldisilazane In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at 0 - 20℃; for 2h;
Stage #3: With water; toluene-4-sulfonic acid In acetonitrile at 0 - 20℃; for 6h;
53%
4-Methoxystyrene
637-69-4

4-Methoxystyrene

bis-[(trifluoroacetoxy)iodo]benzene
2712-78-9

bis-[(trifluoroacetoxy)iodo]benzene

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
Stage #1: 4-Methoxystyrene; bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane for 0.25h;
Stage #2: With silica gel In dichloromethane Further stages.;
85%
4-methoxyphenylacetylen
768-60-5

4-methoxyphenylacetylen

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; 5,5′-bis(trifluoromethyl)-2,2′-bipyridine In 1-methyl-pyrrolidin-2-one; water at 25℃; for 8h; Inert atmosphere; Autoclave;84%
With [CpRu(6-Ph2P-Py-2-yl)(MeCN)][PF6(1-)]; water In acetone at 70℃; for 24h;99.8 % Spectr.
Chloroiodomethane
593-71-5

Chloroiodomethane

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
Stage #1: Chloroiodomethane With TurboGrignard In tetrahydrofuran at -20℃; for 0.000277778h; Flow reactor;
Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at -20℃; for 0.000444444h; Flow reactor;
Stage #3: With sodium hydroxide In tetrahydrofuran; water
84%
(p-methoxybenzyl)pentacarbonylmanganese(I)
80105-78-8

(p-methoxybenzyl)pentacarbonylmanganese(I)

HMn(CO)4(P(CH3)2C6H5)
104419-63-8, 61477-64-3

HMn(CO)4(P(CH3)2C6H5)

A

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

nonacarbonyl(dimethylphenylphosphine)dimanganese
50540-29-9

nonacarbonyl(dimethylphenylphosphine)dimanganese

Conditions
ConditionsYield
With carbon monoxide; Triphenylphosphine oxide In benzene-d6 Kinetics; High Pressure; in C6D6 at 45°C, initial concn. ranges were 3.8E-3 to 2.4E-2 M p-MeOC6H4CH2Mn(CO)5, 3.3E-2 to 0.16 M HMn(CO)4(PMe2Ph) (typically 10-fold excess), 0.040 to 0.30 M OPPh3, and 1.1 to 2.3 atm (8.1E-3 to 1.7E-2 M) of CO; followed by NMR and FTIR;A 80%
B >99
vinylene carbonate
872-36-6

vinylene carbonate

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
Stage #1: 4-methoxyphenylboronic acid With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; tetrahydroxydiboron; 1,3-bis(bis(4-methoxyphenyl)phosphino)propane; Hexamethylbenzene In 1,2-dichloro-ethane at 25℃; for 0.0166667h; Schlenk technique; Inert atmosphere;
Stage #2: vinylene carbonate In water at 90℃; for 1h; Sealed tube;
72%
4-Methoxystyrene
637-69-4

4-Methoxystyrene

A

2-(4-methoxyphenyl)oxirane
6388-72-3

2-(4-methoxyphenyl)oxirane

B

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

C

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide for 5h; Catalytic behavior;A 69%
B 9%
C 22%
With 2,6-dichloropyridine N-oxide; carbonyl(1,4,8,11,15,18,22,25-octaisopentylphthalocyaninato)ruthenium(II) In toluene at 90℃; for 24h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;A 64 %Chromat.
B 13 %Chromat.
C 21 %Chromat.
4-Methoxystyrene
637-69-4

4-Methoxystyrene

A

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

B

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

Conditions
ConditionsYield
With 4-methylpyridine-1-oxide; oxochromium(V) complex of dichloro tetramethylsalen IIf In acetonitrile at 25℃;A 19%
B 65%
With pyridine N-oxide; oxochromium(V) complex of dichloro tetramethylsalen IIf In acetonitrile at 23℃; Rate constant; Product distribution; Mechanism; effect of donor ligands on the rate of further olefins; ligand-induced cleavage of olefins by oxochromium(V); (18)O-labeling studies of oxochromium(V);
With 5C16H36N(1+)*(x)H2O*MnO39SiW11(5-); dihydrogen peroxide In water; acetonitrile at 80℃; for 6h;
(E)-4-methoxyphenylacetaldehyde O-methyloxime
140463-18-9

(E)-4-methoxyphenylacetaldehyde O-methyloxime

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With formaldehyd; Amberlyst 15 In water; acetone for 29h; Ambient temperature;65%
(E)-2-(4-methoxyphenyl)acetaldehyde oxime
128224-91-9

(E)-2-(4-methoxyphenyl)acetaldehyde oxime

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With ozone In dichloromethane at -78℃; for 0.166667h; Inert atmosphere;65%
1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(4-methoxyphenoxy)-1,3-propanediol

1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(4-methoxyphenoxy)-1,3-propanediol

A

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

B

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

C

syringic aldehyde
134-96-3

syringic aldehyde

Conditions
ConditionsYield
With oxygen; vanadium(V) oxytriisopropoxide In acetonitrile at 25 - 40℃; under 760.051 Torr; for 12h; Irradiation; Sealed tube;A 6%
B 38%
C 61%
1-methoxy-4-(2-nitro-vinyl)-benzene
3179-10-0

1-methoxy-4-(2-nitro-vinyl)-benzene

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With sodium hypophosphite; nickel In ethanol; water at 40 - 60℃; for 2h;53%
methyl 2-(p-methoxyphenyl)-1-methylthioethyl sulfoxide
40080-87-3

methyl 2-(p-methoxyphenyl)-1-methylthioethyl sulfoxide

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With sulfuric acid; sodium hydrogencarbonate In methanol53%
With sulfuric acid In ethanol
4-tolyl vinyl ether
1005-62-5

4-tolyl vinyl ether

4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
Stage #1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite In water
Stage #2: 4-tolyl vinyl ether With sodium hydrogencarbonate; calcium carbonate; copper dichloride In water; acetone at 25 - 30℃; pH=3 - 4;
49%
4-methoxyphenyl-acetic chloride
4693-91-8

4-methoxyphenyl-acetic chloride

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; cadmium(II) chloride In acetonitrile at -5℃; for 0.05h;48%
Stage #1: 4-methoxyphenyl-acetic chloride With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; N,N-dimethyl-formamide; cadmium(II) chloride In acetonitrile at -5 - 0℃; for 0.666667h;
Stage #2: With hydrogenchloride; water In acetonitrile pH=3; Product distribution / selectivity;
48%
Rusenmund reduction;
Trifluoro-methanesulfonic acid 4-methoxy-benzyl ester
121203-13-2

Trifluoro-methanesulfonic acid 4-methoxy-benzyl ester

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 25℃; for 16h; Schlenk technique; Inert atmosphere;47%
3-(4′-methoxyphenyl)-prop-1,2-diol
17131-20-3

3-(4′-methoxyphenyl)-prop-1,2-diol

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Conditions
ConditionsYield
With lead(IV) acetate In benzene Ambient temperature;45%
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl 1-hydroxy-2-(4-methoxyphenyl)ethylphosphonate

diethyl 1-hydroxy-2-(4-methoxyphenyl)ethylphosphonate

Conditions
ConditionsYield
With sodium ethanolate In diethyl ether at -35℃; for 0.166667h;99%
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

1-(isocyanomethyl)-4-methoxybenzene
1197-58-6

1-(isocyanomethyl)-4-methoxybenzene

acetic acid
64-19-7

acetic acid

C20H23NO5
1569843-05-5

C20H23NO5

Conditions
ConditionsYield
In dichloromethane at 20℃; Passerini Condensation;99%
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Glyoxilic acid
298-12-4

Glyoxilic acid

5-hydroxy-4-(4-methoxy-phenyl)-5H-furan-2-one
184376-10-1

5-hydroxy-4-(4-methoxy-phenyl)-5H-furan-2-one

Conditions
ConditionsYield
With morpholin hydrochloride In 1,4-dioxane; water for 24h; Heating / reflux;98%
With water; morpholin hydrochloride In 1,4-dioxane for 24h; Reflux;98%
morpholine
110-91-8

morpholine

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

4-[(E)-2-(4-Methoxy-phenyl)-vinyl]-morpholine
80743-36-8

4-[(E)-2-(4-Methoxy-phenyl)-vinyl]-morpholine

Conditions
ConditionsYield
In chloroform at 20℃; for 3h; Molecular sieve;96%
In benzene Heating;86%
In chloroform at 20℃; for 5h; Molecular sieve; Schlenk technique;
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

1-bromo-3,5-dimethoxybenzene
20469-65-2

1-bromo-3,5-dimethoxybenzene

(+/-)-1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanol
153139-20-9

(+/-)-1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanol

Conditions
ConditionsYield
Stage #1: 1-bromo-3,5-dimethoxybenzene With iodine; magnesium In tetrahydrofuran for 0.5h; Heating;
Stage #2: 4-Methoxyphenylacetaldehyde In tetrahydrofuran for 0.5h; Grignard reaction; Heating;
96%
With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;75%
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

(2-cyclohex-1-enyl-ethyl)-methyl-amine
101871-19-6

(2-cyclohex-1-enyl-ethyl)-methyl-amine

(2-cyclohex-1-enyl-ethyl)-(4-methoxy-styryl)-methyl-amine
118646-96-1

(2-cyclohex-1-enyl-ethyl)-(4-methoxy-styryl)-methyl-amine

Conditions
ConditionsYield
In toluene95.3%
With diethyl ether
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

benzamidrazone
28819-30-9

benzamidrazone

3-phenyl-5-(p-methoxybenzene)-1,2,4-triazine
934814-05-8

3-phenyl-5-(p-methoxybenzene)-1,2,4-triazine

Conditions
ConditionsYield
Stage #1: 4-Methoxyphenylacetaldehyde With iodine; dimethyl sulfoxide at 100℃; for 2h; Green chemistry;
Stage #2: benzamidrazone at 100℃; for 1h; Green chemistry;
95%
2-[1,3]dithiolan-2-ylidene-1-phenyl-ethanone
5653-30-5

2-[1,3]dithiolan-2-ylidene-1-phenyl-ethanone

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

(E)-2-(1,3-dithiolan-2-ylidene)-4-(4-methoxyphenyl)-1-phenylbut-3-en-1-one

(E)-2-(1,3-dithiolan-2-ylidene)-4-(4-methoxyphenyl)-1-phenylbut-3-en-1-one

Conditions
ConditionsYield
With methanol; aluminum (III) chloride In acetonitrile at 80℃; for 6h;94%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

2-(4-methoxyphenyl)methyl-1,3-dithiane
74447-45-3

2-(4-methoxyphenyl)methyl-1,3-dithiane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; Molecular sieve;93%
With boron trifluoride diethyl etherate In dichloromethane; water at 0 - 20℃; for 14h; Molecular sieve; Inert atmosphere;91%
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Phenyl azide
622-37-7

Phenyl azide

4-(4-methoxyphenyl)-1-phenyl-1H-[1,2,3]triazole
68809-41-6

4-(4-methoxyphenyl)-1-phenyl-1H-[1,2,3]triazole

Conditions
ConditionsYield
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; potassium hydroxide at 20℃; for 0.666667h; Green chemistry; regioselective reaction;92%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 25℃; for 0.5h; regioselective reaction;90%
In dimethyl sulfoxide at 20℃; for 1h;80%
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

C14H21N

C14H21N

(2S)-(-)-3,4-dimethyl-2-<(p-methoxyphenyl)methyl>-1-<(1R)-1-phenylethyl>-1,2,5,6-tetrahydropyridine
146098-99-9

(2S)-(-)-3,4-dimethyl-2-<(p-methoxyphenyl)methyl>-1-<(1R)-1-phenylethyl>-1,2,5,6-tetrahydropyridine

Conditions
ConditionsYield
With polyphosphoric acid at 45℃; for 18h; Inert atmosphere;91%
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

3,6-dimethylthio-1,2,4,5-tetrazine
1672-34-0

3,6-dimethylthio-1,2,4,5-tetrazine

5-(p-methoxyphenyl)-3-methylsulfanyl-1,2,4-triazine
69466-83-7

5-(p-methoxyphenyl)-3-methylsulfanyl-1,2,4-triazine

Conditions
ConditionsYield
With pyrrolidine; 1,1,1,3',3',3'-hexafluoro-propanol at 25℃;91%
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

N-[2-(4-methoxyphenyl)ethyl]formamide
56100-69-7

N-[2-(4-methoxyphenyl)ethyl]formamide

Conditions
ConditionsYield
With formic acid at 180℃; for 2h; Leukardt-Wallach Amination;90%
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

2,2-difluoro-2-(4-methoxyphenyl)ethanol
762292-75-1

2,2-difluoro-2-(4-methoxyphenyl)ethanol

Conditions
ConditionsYield
Stage #1: 4-Methoxyphenylacetaldehyde With L-proline In N,N-dimethyl acetamide at 20℃; for 0.5h;
Stage #2: With N-fluorobis(benzenesulfon)imide In N,N-dimethyl acetamide at 20℃; for 4h;
90%
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

Glyoxilic acid
298-12-4

Glyoxilic acid

C11H10O4

C11H10O4

Conditions
ConditionsYield
With phosphoric acid at 30℃; for 8h;90%
4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

7,12-O,O'-dimethylcoclaurine
41498-37-7

7,12-O,O'-dimethylcoclaurine

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20 - 70℃; for 5h; Reagent/catalyst;89.01%

5703-26-4Relevant articles and documents

Synthetic Access to gem-Difluoropropargyl Vinyl Ethers and Their Application to Propargyl Claisen Rearrangement

Okamura, Toshitaka,Koyamada, Kenta,Kanazawa, Junichiro,Miyamoto, Kazunori,Iwabuchi, Yoshiharu,Uchiyama, Masanobu,Kanoh, Naoki

, p. 1911 - 1924 (2020/12/23)

With the increasing importance of fluorine to medicinal chemistry and other areas, methods to access various fluorinated compounds are needed. Herein, we report the synthesis of difluoropropargyl vinyl ethers from ketones and aldehydes using difluoropropargyl bromide dicobalt complexes. We applied difluoropropargyl vinyl ethers to the synthesis of difluorodienone or difluoroallene under thermal conditions and trifluoro-pyran under acid-catalyzed conditions.

Kinetic Resolution of Neopentylic Secondary Alcohols by Cu-H-Catalyzed Enantioselective Silylation with Hydrosilanes

Oestreich, Martin,Papadopulu, Zaneta

supporting information, p. 438 - 441 (2021/01/13)

A nonenzymatic kinetic resolution of sterically congested alcohols having a quaternary carbon atom in the β-position is reported. The catalyst system CuCl/NaOtBu/(R,R)-Ph-BPE together with a 3,5-xylyl-substituted tertiary hydrosilane enable enantioselective silylation of the hydroxy group. Several alcohols are obtained with good to excellent selectivity factors, and there are no other known straightforward methods to access these motifs.

Biomimetic synthesis and anti-inflammatory effects of horsfiequinone A

Wang, Mei,Liu, Yuan-Lie,Li, Dashan,Xiao, Wen-Wen,Chen, Yang,Zhang, Hong-Lin,Zhan, Rui,Shao, Li-Dong

supporting information, (2021/02/05)

Inspired by the oxy-tyrosinase type II copper enzyme, a biomimetic synthesis of the natural product horsfiequinone A (1) has been achieved using CuOTf/DBED/O2 catalyzed oxidation as a key step. The synthetic route furnished 1 in 33% overall yield (64% brsm) from commercially available para-hydroxybenzaldehyde. Moreover, revisiting the biological activity of 1 resulted in the discovery of its in vitro inhibitory activity towards nitric oxide (NO) production in LPS-induced RAW264.7 cells with an IC50 value of 4.42 ± 0.81 μM. The anti-inflammatory effect of 1 was further supported by an iNOS expression inhibition assay and molecular docking simulation.

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