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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 993225Generated: November 2, 2026

N-bromobutanimide → 1-(Bromomethyl)-4-chloro-2-methoxybenzene

https://huagongshe.com/reaction/993225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant5-CHLORO-2-METHYLANISOLEHCID 292858—
CatalystAzobisisobutyronitrileHCID 6547—
SolventCarbon TetrachlorideHCID 5943—
Product1-(Bromomethyl)-4-chloro-2-methoxybenzeneHCID 2232747467.4%

Reaction Steps

303 g of 4-chloro-2-methoxytoluene are dissolved in 1665 ml of carbon tetrachloride and, together with 355 g of N-bromosuccinimide, heated at reflux for 2 h while 4.0 g of AIBN are added. The solid is filtered off and wasted with a small amount of carbon tetrachloride, the filtrate is concentrated, and the residue which remains is fractionated. 307 g of colorless oil are obtained (b.p. 103° C./1.5 mbar, m.p. 42-45° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06472419B1
Source datasetuspto-grants-2002_10
ORD IDord-4c5e4fb02c15435a9eac5a793da737ea
Source noteuspto-grants-2002_10