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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216709Generated: October 29, 2026

Carbon tetrabromide → 4-Bromo-1-(bromomethyl)-2-methylbenzene

https://huagongshe.com/reaction/216709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant(4-Bromo-2-methylphenyl)methanolHCID 22280088—
SolventDichloromethaneHCID 6344—
Product4-Bromo-1-(bromomethyl)-2-methylbenzeneHCID 22569018—

Reaction Steps

To a stirred solution of (4-Bromo-2-methyl-phenyl)-methanol (as obtained in preparation 25) (4.58 g, 22.8 mmol) in CH2Cl2 (50 ml) is added, under Argon and at RT, carbon tetrabromide (9.27 g, 27.4 mmol) followed by triphenylphosphine (7.25 g, 27.4 mmol). The mixture is stirred overnight and then concentrated in vacuo. The crude residue is then purified by chromatography (silicagel, hexane:EtOAc 25:1) to afford the title compound as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193189B2
Source datasetuspto-grants-2012_06
ORD IDord-8425ad05259042d4b6c8c395a867b1f5
Source noteuspto-grants-2012_06