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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386048Generated: October 26, 2026

N-bromobutanimide → 5-(Bromomethyl)-2-fluorobenzonitrile

https://huagongshe.com/reaction/1386048

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant2-Fluoro-5-methylbenzonitrileHCID 2774584—
SolventBenzeneHCID 241—
Product5-(Bromomethyl)-2-fluorobenzonitrileHCID 277393163.1%

Reaction Steps

A solution of 3-Cyano-4-fluorotoluene (1.0 g, 7.4 mmol), N-bromosuccinimide (1.3 g, 7.4 mmol) and catalytic 2,2i-azobisisobutyronitrile (AIBN) in benzene was heated to reflux for 16 hours, evaporated to dryness and flash chromatographed over silica gel eluting with 10% ethyl acetate/hexane to provide 1.0 g of 3-cyano-4-fluorobenzyl bromide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06265417B1
Source datasetuspto-grants-2001_07
ORD IDord-b785f343ec5a479085321f136addd39b
Source noteuspto-grants-2001_07