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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475623Generated: October 30, 2026

Phosphorus tribromide → 2-Bromo-4-(bromomethyl)-1-chlorobenzene

https://huagongshe.com/reaction/1475623

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant(3-Bromo-4-chlorophenyl)methanolHCID 50998689—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product2-Bromo-4-(bromomethyl)-1-chlorobenzeneHCID 50998696—

Reaction Conditions

Temperature-5 °C

Reaction Steps

260 g (crude product of several batches, about 1.05 mol) of (3-bromo-4-chlorophenyl)methanol were dissolved in 2.86 liters of dichloromethane, the mixture was cooled to −5° C. and 127.1 g (44.6 ml, 459.6 mmol) of phosphorus tribromide were added slowly. After the addition had ended, the mixture was stirred at −5° C. for another 1 h and then diluted with dichloromethane and water. The organic phase was separated off, dried over magnesium sulphate and concentrated under reduced pressure. This gave, as a crude product, 280.5 g (about 84% of theory) of 2-bromo-4-(bromomethyl)-1-chlorobenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018258B2
Source datasetuspto-grants-2015_04
ORD IDord-6468ed83fadf42b2b231799a257aa67f
Source noteuspto-grants-2015_04