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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299417Generated: October 30, 2026

Benzyl Alcohol → Benzyl 4-bromo-2-methylbenzoate

https://huagongshe.com/reaction/2299417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantPyridineHCID 1049—
Reactant4-Bromo-2-methylbenzoic acidHCID 99570—
SolventThionyl ChlorideHCID 24386—
ProductBenzyl 4-bromo-2-methylbenzoateHCID 2256891580%

Reaction Steps

Using General Esterification Method C; 2-methyl-4-bromo-benzoic acid (2.15 g, 10.0 mmols) was refluxed for 3 h with 10 mL SOCl2. The resulting solution concentrated under reduced pressure and the crude acyl chloride was combined with benzyl alcohol (1.08 g, 10.0 mmols) and pyridine (1.6 mL, 20.0 mmols) to give the title compound (2.4 g, 80%) after work-up and column chromatography (2-5% EtOAc-hexanes) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495552B2
Source datasetuspto-grants-2002_12
ORD IDord-5293c7a1a71a452db92f50cb5b3d22d9
Source noteuspto-grants-2002_12