Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15190Generated: October 25, 2026

Phosphorus tribromide → 4-(Bromomethyl)-2-chloro-3-methylbenzonitrile

https://huagongshe.com/reaction/15190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant2-Chloro-4-(hydroxymethyl)-3-methylbenzonitrileHCID 68577571—
SolventDichloromethaneHCID 6344—
Product4-(Bromomethyl)-2-chloro-3-methylbenzonitrileHCID 6857741328.3%

Reaction Conditions

Temperature-15 °C

Reaction Steps

To a solution of compound 7B (700 mg, 3.9 mmol) in CH2Cl2 (15 mL) was added PBr3 (5.8 mL, 5.8 mmol, 1N in CH2Cl2) at −15° C., and stirred at −15° C. for 3 hr. The reaction was slowly quenched with saturated NaHCO3 solution at −15° C. The organic layer was separated, dried over MgSO4, and concentrated. Purification by silica gel chromatography (0-10% EtOAc in hexanes) provide the title compound (270 mg) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732480B2
Source datasetuspto-grants-2010_06
ORD IDord-a53eda7a21c6493b8351a35a680eae0b
Source noteuspto-grants-2010_06