Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204672Generated: October 30, 2026

Methanol → Benzoic acid, 2-hydroxy-4-methyl-, methyl ester

https://huagongshe.com/reaction/2204672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-Hydroxy-p-toluic acidHCID 5788—
ReactantThionyl ChlorideHCID 24386—
ProductBenzoic acid, 2-hydroxy-4-methyl-, methyl esterHCID 78400—

Reaction Conditions

Temperature50 °C

Reaction Steps

Thionyl chloride (2.16 ml, 29.6 mmol) was added dropwise to a solution of 2-hydroxy-4-methylbenzoic acid (3 g, 19.72 mmol) in methanol (20 ml). The solution was heated at 50° C. for 24 hours. The solution was cooled, the solvent was removed in vacuo and the residue was dissolved in dichloromethane (20 ml), washed with water (15 ml) and saturated NaHCO3 solution (2×10 ml), dried and the solvent removed in vacuo to yield the title compound as an oil. 3.28 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365551B2
Source datasetuspto-grants-2016_06
ORD IDord-08996714a4ac40fe80e3482462fffd24
Source noteuspto-grants-2016_06