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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173211Generated: November 1, 2026

Carbon tetrabromide → 4-(2-Bromoethyl)benzonitrile

https://huagongshe.com/reaction/2173211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant4-(2-Hydroxyethyl)benzonitrileHCID 2800815—
SolventDichloromethaneHCID 6344—
Product4-(2-Bromoethyl)benzonitrileHCID 12886548—

Reaction Conditions

Temperature0 °C

Reaction Steps

4-(2Hydroxyethyl)benzonitrile (3.0 g, 20 mmol) was combined with triphenylphosphine (6.42 g, 24.5 mmol) imidazole (1.39 g, 20.4 mmol) and carbon tetrabromide (8.11 g, 24.5 mmol) in DCM (10 mL) and stirred at 0° C., monitoring the reaction progress to completion by TLC. Silica gel was added to the mixture and the solvent was removed. Purification by MPLC eluting with 20% ethyl acetate/hexanes afforded the tide compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056859B2
Source datasetuspto-grants-2015_06
ORD IDord-a081bb54c1a047c79b144a20f6737053
Source noteuspto-grants-2015_06