3-(Methoxymethyl)benzoic acid

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3-(Methoxymethyl)benzoic acid Basic information
Product Name:3-(Methoxymethyl)benzoic acid
Synonyms:3-(methoxymethyl)benzoic acid(SALTDATA: FREE);Benzoic acid, 3-(MethoxyMethyl)-
CAS:32194-76-6
MF:C9H10O3
MW:166.17
EINECS:
Product Categories:
Mol File:32194-76-6.mol
3-(Methoxymethyl)benzoic acid Structure
3-(Methoxymethyl)benzoic acid Chemical Properties
Melting point 64-66 °C
Boiling point 120-126 °C(Press: 0.1 Torr)
density 1.177±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka4.12±0.10(Predicted)
AppearanceWhite to off-white Solid
Safety Information
HazardClass IRRITANT
HS Code 2918999090
MSDS Information
3-(Methoxymethyl)benzoic acid Usage And Synthesis
Synthesis
Sodium Methoxide

124-41-4

Methyl 3-(bromomethyl)benzoate

1129-28-8

3-(METHOXYMETHYL)BENZOIC ACID

32194-76-6

a) Synthesis of 3-(methoxymethyl)benzoic acid: Sodium methanol (0.74 g, 13.8 mmol) was added to a solution of methyl 3-bromomethylbenzoate (1129-28-8, 1.05 g, 4.6 mmol) in anhydrous methanol (30 mL) under argon protection and room temperature. The resulting suspension was stirred and reacted at 50 °C for 2 h. Subsequently, 5 M aqueous potassium hydroxide solution was added and stirring was continued for 1.5 h at 50 °C. The reaction mixture was cooled to room temperature and the pH was adjusted to 2-3 with aqueous hydrochloric acid.The aqueous phase was extracted with ethyl acetate, the organic phases were combined and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give the target product 3-(methoxymethyl)benzoic acid as a colorless oil (749 mg, 96% yield).LCMS analysis: retention time RtB = 2.47 min; [M + H]+ = 167.0.

References[1] Patent: US2012/101110, 2012, A1. Location in patent: Page/Page column 70
[2] Patent: US2012/165331, 2012, A1. Location in patent: Page/Page column 27-28
[3] Patent: WO2012/101487, 2012, A1. Location in patent: Page/Page column 65; 66
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