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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278720Generated: October 31, 2026

Benzyl Alcohol → Benzyl 4-bromo-2-methylbenzoate

https://huagongshe.com/reaction/278720

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 numberUS06359135B1
Source datasetuspto-grants-2002_03
ORD IDord-0cf99611c88647daab36ba0a9a265619
Source noteuspto-grants-2002_03