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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642646Generated: November 1, 2026

2-Hydroxy-p-toluic acid → Benzoic acid, 2-hydroxy-4-methyl-, methyl ester

https://huagongshe.com/reaction/1642646

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Hydroxy-p-toluic acidHCID 5788—
ReactantTrimethylsilyldiazomethaneHCID 167693—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductBenzoic acid, 2-hydroxy-4-methyl-, methyl esterHCID 78400—

Reaction Steps

To a solution of 2-hydroxy-4-methylbenzoic acid (1.52 g, 10 mmol) in toluene (6 mL) and methanol (2 mL) at 0° C. is added trimethylsilyldiazomethane (2 M in hexane, 6 mL, 12 mmol) dropwise. The mixture is then warmed up to ambient temperature and it is stirred for 2 h. The solvent is removed under reduced pressure and the residue is purified by flash chromatography to give the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119666B2
Source datasetuspto-grants-2012_02
ORD IDord-78ab623274144e5d82e57e43937ed021
Source noteuspto-grants-2012_02