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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869409Generated: October 30, 2026

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

https://huagongshe.com/reaction/1869409

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant1-Chloro-2-methoxy-4-methylbenzeneHCID 99352—
CatalystBenzoyl PeroxideHCID 7187—
SolventCarbon TetrachlorideHCID 5943—
Product4-(Bromomethyl)-1-chloro-2-methoxybenzeneHCID 1366285997.5%

Reaction Conditions

Temperature105 °C

Reaction Steps

57 g (363.96 mmol) of 2-chloro-5-methylanisole is dissolved in 800 ml of carbon tetrachloride and mixed at room temperature with 69.9 g (393.08 mmol) of N-bromosuccinimide. After 174.6 mg of benzoyl peroxide is added, it is refluxed for five hours (bath temperature 105° C.). The reaction mixture is suctioned off through a glass-pleated filter, rewashed, and the solution is spun in a rotary evaporator. 83.6 g (97.5%) of the desired product (COntains traces of starting material and dibromide) is obtained, which is incorporated in crude form into the next stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638515B2
Source datasetuspto-grants-2009_12
ORD IDord-dfce6d849b034bbe96b4feee2fa7acda
Source noteuspto-grants-2009_12