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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689229Generated: October 25, 2026

Methanol → 4-(Bromomethyl)benzeneethanol

https://huagongshe.com/reaction/1689229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-(Bromomethyl)phenylacetic acidHCID 4519056—
Reactant(Dimethyl sulfide)trihydroboronHCID 12423031—
SolventTetrahydrofuranHCID 8028—
Product4-(Bromomethyl)benzeneethanolHCID 22337018—

Reaction Steps

Borane dimethylsulphide complex (2M in THF, 4.37 mL) was added dropwise to a solution of 2-(4-(bromomethyl)phenyl)acetic acid (1.0 g) in THF (20 mL) at 20° C. and the mixture stirred for 1 hour. Methanol was added dropwise until bubbling ceased and the solvent evaporated in vacuo. Purification was by silica gel chromatography eluting with 30% ethyl acetate in isohexane. The fractions containing product were combined and evaporated in vacuo to give the subtitled compound as a white crystalline solid. Yield 0.86 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148373B2
Source datasetuspto-grants-2012_04
ORD IDord-bf7bb4f3ef4143cfbea7df59ed8843f4
Source noteuspto-grants-2012_04