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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 993224Generated: November 2, 2026

N-bromobutanimide → 2-(Bromomethyl)-1-chloro-3-methoxybenzene

https://huagongshe.com/reaction/993224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant3-Chloro-2-methylanisoleHCID 76749—
CatalystAzobisisobutyronitrileHCID 6547—
SolventCarbon TetrachlorideHCID 5943—
Product2-(Bromomethyl)-1-chloro-3-methoxybenzeneHCID 2232744372.7%

Reaction Steps

442 g of 2-chloro-6-methoxytoluene are dissolved in 2420 ml of carbon tetrachloride and, together with 516 g of N-bromosuccinimide, heated at reflux for 2 h while 5.8 g of AIBN are added. The solid is filtered off and washed with a small amount of carbon tetrachloride, the filtrate is concentrated, and the residue which remains is fractionated. 483 g of colorless oil are obtained (b.p. 100° C./1.4 mbar, m.p. 44-47° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06472419B1
Source datasetuspto-grants-2002_10
ORD IDord-c120214825eb4ef0a0a54ec8f08384ea
Source noteuspto-grants-2002_10