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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185287Generated: October 30, 2026

Benzyl Alcohol → Benzyl 4-bromo-2-methylbenzoate

https://huagongshe.com/reaction/2185287

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 numberUS06399774B1
Source datasetuspto-grants-2002_06
ORD IDord-370c46180b8146e48d8d6f474ba5fd08
Source noteuspto-grants-2002_06