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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 991597Generated: October 25, 2026

Acetic Acid → 2-(Bromomethyl)-5-fluoro-1,3-dimethylbenzene

https://huagongshe.com/reaction/991597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrogen BromideHCID 260—
ReactantFormaldehydeHCID 712—
Reactant1-Fluoro-3,5-dimethyl-benzeneHCID 521192—
SolventWaterHCID 962—
Product2-(Bromomethyl)-5-fluoro-1,3-dimethylbenzeneHCID 22672641—

Reaction Steps

A mixture of 3,5-dimethyl-fluorobenzene (5 g, 0.04 mol), paraformaldehyde (15 g), hydrobromic acid (70 ml) (30% in acetic acid) and acetic acid (25 ml) was stirred at ambient temperature for 4.5 h. To the mixture were water and petroleum ether added and the organic layer was separated dried over anhydrous sodium sulfate and evaporated carefully under reduced pressure. The residue was purified by column chromatography on silica gel with petroleum ether as eluent to give the title product. (3.7 g, 43%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06465505B1
Source datasetuspto-grants-2002_10
ORD IDord-7934c249121241f8928c1c0ff8e263e2
Source noteuspto-grants-2002_10