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877-22-5 Usage

Chemical Properties

beige powder

Uses

Different sources of media describe the Uses of 877-22-5 differently. You can refer to the following data:
1. o-Vanillic Acid, is a derivative of Vanillic Acid (V097350), used as a flavoring agent. o-Vanillic Acid, is also a building block used for the synthesis of more complex pharmaceutical compounds such as Warfarin (W498500), and Phenprocoumon (P318820).
2. 2-Hydroxy-3-methoxybenzoic acid was used as internal standard during the simultaneous quantification of acetylsalicylic acid and its metabolite salicylic acid in human plasma by high-performance liquid chromatography. It was used in large-scale synthesis of 7-methoxy-3(2H)-benzofuranone.

Definition

ChEBI: 3-methoxysalicylic acid is benzoic acid substituted with a hydroxy group at position C-2 and a methoxy group at position C-3. It has a role as a metabolite.

Check Digit Verification of cas no

The CAS Registry Mumber 877-22-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,7 and 7 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 877-22:
(5*8)+(4*7)+(3*7)+(2*2)+(1*2)=95
95 % 10 = 5
So 877-22-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O4/c1-12-6-4-2-3-5(7(6)9)8(10)11/h2-4,9H,1H3,(H,10,11)

877-22-5 Well-known Company Product Price

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  • Alfa Aesar

  • (L01658)  2-Hydroxy-3-methoxybenzoic acid, 98+%   

  • 877-22-5

  • 5g

  • 196.0CNY

  • Detail
  • Alfa Aesar

  • (L01658)  2-Hydroxy-3-methoxybenzoic acid, 98+%   

  • 877-22-5

  • 25g

  • 354.0CNY

  • Detail

877-22-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-methoxysalicylic acid

1.2 Other means of identification

Product number -
Other names Benzoic acid, 2-hydroxy-3-methoxy-

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:877-22-5 SDS

877-22-5Synthetic route

2,3-dimethoxybenzoic acid
1521-38-6

2,3-dimethoxybenzoic acid

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
With piperazine In N,N-dimethyl acetamide at 150℃; for 0.2h; Substitution;94%
With hydrogen bromide
3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
With potassium hydroxide; sodium tetrahydroborate; air; palladium on activated charcoal In methanol at 20℃; for 48h;89%
With sodium chlorite; sodium dihydrogenphosphate; dimethyl sulfoxide In water Ambient temperature;83%
With potassium hydroxide at 215℃;
2-hydroxy-3-methoxybenzyl alcohol
4383-05-5

2-hydroxy-3-methoxybenzyl alcohol

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
With sodium tetrahydroborate; 1% Pd/C; water; potassium hydroxide In methanol at 20℃; for 48h; In air;89%
3-Methoxybenzoic acid
586-38-9

3-Methoxybenzoic acid

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
With 2,2,6,6-tetramethylpiperidinyl-lithium; oxygen In tetrahydrofuran at 0 - 20℃;54%
With [Fe(II)(N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)-1,2-ethylenediamine)(CH3CN)2](ClO4)2; dihydrogen peroxide In water; acetonitrile at 20℃; Inert atmosphere; regioselective reaction;52 %Spectr.
carbon dioxide
124-38-9

carbon dioxide

2-methoxy-phenol
90-05-1

2-methoxy-phenol

A

3-methoxy-4-hydroxybenzoic acid
121-34-6

3-methoxy-4-hydroxybenzoic acid

B

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
Stage #1: 2-methoxy-phenol With potassium hydroxide In water at 120℃; for 2h; Dean-Stark;
Stage #2: carbon dioxide In 1-methyl-pyrrolidin-2-one at 118℃; for 2h; Temperature; Solvent; High pressure; regioselective reaction;
A 48%
B n/a
2-acetoxy-1-methoxy-3-propyl-benzene

2-acetoxy-1-methoxy-3-propyl-benzene

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

2-benzenesulfonyloxy-3-methoxy-benzoic acid
196601-61-3

2-benzenesulfonyloxy-3-methoxy-benzoic acid

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
With sodium hydroxide
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

diethyl ether
60-29-7

diethyl ether

2-methoxy-phenol
90-05-1

2-methoxy-phenol

A

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

B

2-methoxy-3-hydroxybenzoic acid
2169-28-0

2-methoxy-3-hydroxybenzoic acid

Conditions
ConditionsYield
anschliessendes Behandeln mit CO2;
2-methoxy-phenol
90-05-1

2-methoxy-phenol

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
With potassium carbonate anschliessend Erhitzen mit Kohlendioxid, jeweils auf 180grad;
8-methoxy-3-nitro-2-(4-methoxyphenyl)-2H-chromene
57544-05-5

8-methoxy-3-nitro-2-(4-methoxyphenyl)-2H-chromene

A

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

B

3-Hydroxy-8-methoxy-2-(4-methoxy-phenyl)-chromen-4-one
91735-21-6

3-Hydroxy-8-methoxy-2-(4-methoxy-phenyl)-chromen-4-one

C

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With dimethyl sulfoxide for 0.166667h;
8-methoxy-3-nitro-2-phenyl-2H-chromene
57543-87-0

8-methoxy-3-nitro-2-phenyl-2H-chromene

A

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

B

8-methoxy flavonol
88252-61-3

8-methoxy flavonol

C

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With dimethyl sulfoxide for 0.166667h;
3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

potassium hydroxide

potassium hydroxide

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
at 215℃;
carbon dioxide
124-38-9

carbon dioxide

sodium 2-methoxyphenolate
13052-77-2

sodium 2-methoxyphenolate

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
unter Druck;
at 115℃;
at 200℃;
2,3-dimethoxybenzoic acid
1521-38-6

2,3-dimethoxybenzoic acid

diluted hydrobromic acid

diluted hydrobromic acid

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

sodium-salt of guaiacol

sodium-salt of guaiacol

A

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

B

2,3-dihydroxyterephthalic acid
19829-72-2

2,3-dihydroxyterephthalic acid

Conditions
ConditionsYield
at 230℃;
2-acetoxy-1-ethyl-3-methoxy-benzene

2-acetoxy-1-ethyl-3-methoxy-benzene

aqueous KMnO4

aqueous KMnO4

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
anschliessende Hydrolyse;
2-benzenesulfonyloxy-3-methoxy-benzoic acid
196601-61-3

2-benzenesulfonyloxy-3-methoxy-benzoic acid

diluted NaOH-solution

diluted NaOH-solution

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

carbon dioxide
124-38-9

carbon dioxide

sodium 2-methoxyphenolate
13052-77-2

sodium 2-methoxyphenolate

A

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

B

2,3-dihydroxyterephthalic acid
19829-72-2

2,3-dihydroxyterephthalic acid

Conditions
ConditionsYield
at 230℃;
3-Methoxybenzoic acid
586-38-9

3-Methoxybenzoic acid

A

3,4-Dihydroxybenzoic acid
99-50-3

3,4-Dihydroxybenzoic acid

B

3-methoxy-4-hydroxybenzoic acid
121-34-6

3-methoxy-4-hydroxybenzoic acid

C

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

D

3-Carboxyphenol
99-06-9

3-Carboxyphenol

Conditions
ConditionsYield
With air In water pH=8.4; Product distribution; G-values; Further Variations:; dose; γ-Irradiation;
3-Methoxybenzoic acid
586-38-9

3-Methoxybenzoic acid

A

3-methoxy-4-hydroxybenzoic acid
121-34-6

3-methoxy-4-hydroxybenzoic acid

B

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

C

3-Carboxyphenol
99-06-9

3-Carboxyphenol

Conditions
ConditionsYield
With dinitrogen monoxide In water pH=8.6; Product distribution; G-values; Further Variations:; dose; γ-Irradiation;
3-Methoxybenzoic acid
586-38-9

3-Methoxybenzoic acid

A

3-methoxy-4-hydroxybenzoic acid
121-34-6

3-methoxy-4-hydroxybenzoic acid

B

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

C

5-methoxysalicylic acid
2612-02-4

5-methoxysalicylic acid

D

3-Carboxyphenol
99-06-9

3-Carboxyphenol

Conditions
ConditionsYield
With dinitrogen monoxide; potassium hexacyanoferrate(III) In water Product distribution; γ-Irradiation;
2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: alcoholic KOH-solution
2: diluted hydrobromic acid
View Scheme
2-Hydroxy-3-methoxybenzaldehyde benzenesulfonate
2426-85-9

2-Hydroxy-3-methoxybenzaldehyde benzenesulfonate

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: permanganate; magnesium sulfate
2: NaOH-solution
View Scheme
potassium hydrogencarbonate
298-14-6

potassium hydrogencarbonate

2-methoxy-phenol
90-05-1

2-methoxy-phenol

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
With salicylic acid decarboxylase from Trichosporon moniliiforme In aq. phosphate buffer at 30℃; for 24h; Kolbe-Schmidt Synthesis; Enzymatic reaction; regioselective reaction;
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

5-iodo-3-methoxysalicylic acid
134419-47-9

5-iodo-3-methoxysalicylic acid

Conditions
ConditionsYield
With Iodine monochloride; silver nitrate In pyridine; chloroform at 20℃; for 2h;100%
With Iodine monochloride In acetic acid 1.) 20 deg C, 2 h, 2.) 70 deg C, 1 h;54%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

allyl bromide
106-95-6

allyl bromide

C14H16O4

C14H16O4

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 80℃; for 17h;100%
methanol
67-56-1

methanol

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

3-methoxymethylsalicylate
6342-70-7

3-methoxymethylsalicylate

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating;98%
With sulfuric acid for 16h; Reflux;96%
With sulfuric acid for 48h; Heating;95%
dichloromethane
75-09-2

dichloromethane

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
With potassium phosphate tribasic trihydrate In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 6h; Green chemistry;98%
1-Bromopentane
110-53-2

1-Bromopentane

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

3-methoxy-2-pentyloxybenzoic acid

3-methoxy-2-pentyloxybenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; potassium carbonate In ethanol; water; N,N-dimethyl-formamide97%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

tributyltin acetate
56-36-0

tributyltin acetate

tri-n-butyltin 3-methoxysalicylate

tri-n-butyltin 3-methoxysalicylate

Conditions
ConditionsYield
In ethanol; toluene byproducts: acetic acid; equimolar amts. of Sn-compd. and the benzoic acid are mixed with toluene/EtOH (3:1), mixt. refluxed (4 h); the azeotrope acetic acid/EtOH/toluene followed by the azeotrope toluene/EtOH is distilled off to 50% of its initial vol., evapn. (reduced pressure);97%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

2-Hydroxy-3-methoxy-5-nitrobenzoic acid
20718-78-9

2-Hydroxy-3-methoxy-5-nitrobenzoic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid In dichloromethane at 0 - 20℃; for 3h; Nitration;94%
With nitric acid at 48℃; im Rohr;
With nitric acid; acetic acid at 0℃;
With sulfuric acid; nitric acid at 0 - 20℃; for 3h; Inert atmosphere;
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

aniline
62-53-3

aniline

(E)-5-(2-phenyldiazenyl)-2-hydroxy-3-methoxybenzaldehyde
52607-63-3

(E)-5-(2-phenyldiazenyl)-2-hydroxy-3-methoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: aniline With hydrogenchloride; sodium nitrite In water at 0℃; for 1.5h;
Stage #2: 3-methoxysalicylic acid In water at 0℃; for 1h; Alkaline conditions;
94%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

3-methoxymethylsalicylate
6342-70-7

3-methoxymethylsalicylate

Conditions
ConditionsYield
With methanol; sulfuric acid In methanol for 96h;91.2%
3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

1,3-dihydroxy-5-methoxy-9H-xanthen-9-one
6563-47-9

1,3-dihydroxy-5-methoxy-9H-xanthen-9-one

Conditions
ConditionsYield
With eaton’s reagent at 80℃; for 0.333333h;91%
With zinc(II) chloride; trichlorophosphate
With zinc(II) chloride; trichlorophosphate Condensation; cyclization; Heating;
tris(p‐tolyl)bismuth dibromide
121882-74-4

tris(p‐tolyl)bismuth dibromide

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

bis(3‐methoxysalicylato)tris(p‐tolyl)bismuth(V)

bis(3‐methoxysalicylato)tris(p‐tolyl)bismuth(V)

Conditions
ConditionsYield
With triethylamine In toluene for 2h; Inert atmosphere;91%
tris(p‐tolyl)bismuth dibromide
121882-74-4

tris(p‐tolyl)bismuth dibromide

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

bis(3‐methylbenzoato)tris(p‐tolyl)bismuth(V)

bis(3‐methylbenzoato)tris(p‐tolyl)bismuth(V)

Conditions
ConditionsYield
With triethylamine In toluene for 2h; Inert atmosphere;87%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

4-trifluoromethyl-2-nitroaniline
400-98-6

4-trifluoromethyl-2-nitroaniline

C15H10ClF3N2O4
900147-76-4

C15H10ClF3N2O4

Conditions
ConditionsYield
With phosphorus trichloride In chlorobenzene at 150℃; for 1h;85%
C20H15N2PS2
89430-08-0

C20H15N2PS2

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

8-methoxy-2-thioxo-2,3-dihydro-4H-1,3-benzoxazin-4-one

8-methoxy-2-thioxo-2,3-dihydro-4H-1,3-benzoxazin-4-one

Conditions
ConditionsYield
In dichloromethane84%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

4-(6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-yl)-butan-1-amine
669067-80-5

4-(6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-yl)-butan-1-amine

N-(4-(6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-yl)-butyl)-2-hydroxy-3-methoxybenzamide
1353004-57-5

N-(4-(6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-yl)-butyl)-2-hydroxy-3-methoxybenzamide

Conditions
ConditionsYield
Stage #1: 3-methoxysalicylic acid With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 0.0833333h;
Stage #2: 4-(6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-yl)-butan-1-amine In tetrahydrofuran at 20℃;
83%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

methyllithium
917-54-4

methyllithium

1-(2-hydroxy-3-methoxyphenyl)ethanone
703-98-0

1-(2-hydroxy-3-methoxyphenyl)ethanone

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 65℃; for 32h; Inert atmosphere;83%
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

benzyl (3-methoxy-2-pentyloxyphenyl)carbonate

benzyl (3-methoxy-2-pentyloxyphenyl)carbonate

Conditions
ConditionsYield
With diphenylphosphoranyl azide; triethylamine; benzyl alcohol In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; argon; toluene82%
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

Propargylamine
2450-71-7

Propargylamine

N-(2-(tert-butylamino)-1-(4-chlorophenyl)-2-oxoethyl)-2-hydroxy-3-methoxy-N-(prop-2-yn-1-yl)benzamide
1620025-59-3

N-(2-(tert-butylamino)-1-(4-chlorophenyl)-2-oxoethyl)-2-hydroxy-3-methoxy-N-(prop-2-yn-1-yl)benzamide

Conditions
ConditionsYield
In methanol at 20℃; Ugi Condensation;82%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

4-(7-nitro-3,4-dihydroisoquinoline-2(1H)-yl)butan-1-amine
392660-78-5

4-(7-nitro-3,4-dihydroisoquinoline-2(1H)-yl)butan-1-amine

2-hydroxy-3-methoxy-N-(4-(7-nitro-3,4-dihydroisoquinoline-2(1H)-yl)butyl)benzamide
1353004-56-4

2-hydroxy-3-methoxy-N-(4-(7-nitro-3,4-dihydroisoquinoline-2(1H)-yl)butyl)benzamide

Conditions
ConditionsYield
Stage #1: 3-methoxysalicylic acid With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 0.0833333h;
Stage #2: 4-(7-nitro-3,4-dihydroisoquinoline-2(1H)-yl)butan-1-amine In tetrahydrofuran at 20℃;
79%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

acetone
67-64-1

acetone

2-oxopropyl 2-hydroxy-3-methoxybenzoate

2-oxopropyl 2-hydroxy-3-methoxybenzoate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide In water at 60℃; for 8h;79%
methanol
67-56-1

methanol

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

Mn(2+)*ClO4(1-)*6H2O

Mn(2+)*ClO4(1-)*6H2O

triethylamine
121-44-8

triethylamine

C17H18MnO10(1-)*C6H16N(1+)
1402833-30-0

C17H18MnO10(1-)*C6H16N(1+)

Conditions
ConditionsYield
With air for 3h;78%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

benzyl chloride
100-44-7

benzyl chloride

2-Benzyloxy-3-methoxy-benzoic acid benzyl ester
210706-41-5

2-Benzyloxy-3-methoxy-benzoic acid benzyl ester

Conditions
ConditionsYield
Stage #1: 3-methoxysalicylic acid; benzyl chloride With potassium carbonate In N,N-dimethyl-formamide Reflux; Inert atmosphere;
Stage #2: In methanol at 20℃;
74%
With potassium carbonate In N,N-dimethyl-formamide at 95℃;
pyridine
110-86-1

pyridine

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

manganese (II) acetate tetrahydrate
6156-78-1

manganese (II) acetate tetrahydrate

C62H58Mn3N6O18*4H2O

C62H58Mn3N6O18*4H2O

Conditions
ConditionsYield
With tetra-n-butylammonium permanganate for 48h;72%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

acetic anhydride
108-24-7

acetic anhydride

2-acetoxy-3-methoxybenzoic acid
2554-82-7

2-acetoxy-3-methoxybenzoic acid

Conditions
ConditionsYield
With phosphoric acid for 2h; Heating;71%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

benzyl alcohol
100-51-6

benzyl alcohol

benzyl 2-hydroxy-3-methoxybenzoate

benzyl 2-hydroxy-3-methoxybenzoate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;70%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;27%
3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

di-tert-butylsilyl bis(trifluoromethanesulfonate)
85272-31-7

di-tert-butylsilyl bis(trifluoromethanesulfonate)

C16H24O4Si

C16H24O4Si

Conditions
ConditionsYield
With 2,6-dimethylpyridine In acetonitrile at 0 - 22℃; for 16h; Inert atmosphere;70%
N-((3R)-1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl)-2-piperidin-4-ylideneacetamide
671207-19-5

N-((3R)-1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl)-2-piperidin-4-ylideneacetamide

3-methoxysalicylic acid
877-22-5

3-methoxysalicylic acid

N-{(3R)-1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl}-2-[1-(2-hydroxy-3-methoxybenzoyl)piperidin-4-ylidene]acetamide
671204-59-4

N-{(3R)-1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl}-2-[1-(2-hydroxy-3-methoxybenzoyl)piperidin-4-ylidene]acetamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃;67%

877-22-5Relevant articles and documents

PROCESS FOR PRODUCTION OF CARBOXYLATED PHENOL DERIVATIVES

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Page/Page column 11-13, (2019/02/25)

Disclosed is a new process for the production of carboxylated phenol derivatives comprising at least a step of carboxylation of a mixture of (i) phenol derivative and (ii) phenolate derivative, wherein the molar ratio of (i) / (ii) is comprised between 0.8 and 1.2, in presence of CO2. A process for the production of said mixture of (i) phenol derivative and (ii) phenolate derivative is also disclosed.

Pd/C and NaBH4 in basic aqueous alcohol: An efficient system for an environmentally benign oxidation of alcohols

An, Gwangil,Ahn, Hyunseok,De Castro, Kathlia A.,Rhee, Hakjune

experimental part, p. 477 - 485 (2010/06/13)

We report the oxidation of a wide range of alcohols using an environmentally benign and economical process. The use of Pd/C heterogeneous catalysts along with NaBH4in aqueous ethanol or methanol and either K2CO3 or KOH as base at room temperature under molecular oxygen or air give the corresponding oxidation products. This protocol is versatile since it is capable of oxidizing alcohols to its desired carbonyl or carboxyl counterpart. Room temperature reaction in aqueous system and recyclability of the catalyst are among the advantages of this manipulation. These advantages make the process safe and cheaper rendering it favorable from both economic and environmental viewpoints. Georg Thieme Verlag Stuttgart New York.

First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation

Nguyen, Thi-Huu,Chau, Nguyet Trang Thanh,Castanet, Anne-Sophie,Nguyen, Kim Phi Phung,Mortier, Jacques

, p. 3419 - 3429 (2008/02/03)

(Chemical Equation Presented) New general methodology of value in aromatic chemistry based on ortho-metalation sites in o-, m-, and p-anisic acids (1-3) (Scheme 1) is described. The metalation can be selectively directed to either of the ortho positions by varying the base, metalation temperature, and exposure times. Metalation of o-anisic acid (1) with s-BuLi/TMEDA in THF at -78°C occurs exclusively in the position adjacente to the carboxylate. On the other hand, a reversal of regioselectivity is observed with n-BuLi/t-BuOK. With LTMP at 0°C, the two directors of m-anisic acid (2) function in concert to direct introduction of the metal between them while n-BuLi/t-BuOK removes preferentially the proton located ortho to the methoxy and para to the carboxylate (H-4). s-BuLi/TMEDA reacts with p-anisic acid (3) exclusively in the vicinity of the carboxylate. According to these methodologies, routes to very simple methoxybenzoic acids with a variety of functionalities that are not easily accessible by other means have been developed (Table 1).

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