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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 567395Generated: November 1, 2026

Water → 4'-(Bromomethyl)-2-cyanobiphenyl

https://huagongshe.com/reaction/567395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
Reactant2,2'-Azobis(2,4-dimethylvaleronitrile)HCID 91537—
Reactant2-Cyano-4'-methylbiphenylHCID 145512—
SolventDichloromethaneHCID 6344—
Product4'-(Bromomethyl)-2-cyanobiphenylHCID 1501912—

Reaction Conditions

Temperature47.5 °C

Reaction Steps

A mixture of 2-(4-methylphenyl)benzonitrile [MPB] 23 g, NBS 22 g and 2,2′-azobis(2,4-dimethylvaleronitrile) 47 mg was suspended in dichloromethane 44 ml and the mixture was stirred at 45-50° C. for about 5 hours. To the reaction mixture was added water 46 ml and the organic layer was separated. This operation was conducted three times. The organic layer was concentrated and acetonitrile 50 ml was added to the concentrate. The solution was again concentrated and acetonitrile 50 ml was added to the concentrate to give acetonitrile solution of 2-(4-bromomethylphenyl)benzonitrile [BMB] (116 g; Yield based on the theoretical amount of (2-(4-bromomethylphenyl)benzonitrile: 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06177587B1
Source datasetuspto-grants-2001_01
ORD IDord-5d95aa9553a643719258ae75233917cc
Source noteuspto-grants-2001_01