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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911598Generated: October 30, 2026

N-bromobutanimide → 4-Bromo-1-(bromomethyl)-2-chlorobenzene

https://huagongshe.com/reaction/911598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant4-Bromo-2-chlorotolueneHCID 2735554—
CatalystBenzoyl PeroxideHCID 7187—
SolventCarbon TetrachlorideHCID 5943—
Product4-Bromo-1-(bromomethyl)-2-chlorobenzeneHCID 2191448661%

Reaction Conditions

Temperature90 °C

Reaction Steps

Add NBS (13.171 g, 74 mmol) and benzoyl peroxide (152 mg, 0.63 mmol) to a solution of 4-bromo-2-chlorotoluene (15.2 g, 74 mmol) in carbon tetrachloride (152 mL) and stir for 6 days at 90° C. Cool to 0° C., filter the mixture and concentrate the filtrate in vacuo. Purify by chromatography on silica gel eluting with hexane/EtOAc (99:1) to obtain the desired intermediate as a yellow oil (12.7 g, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022062B2
Source datasetuspto-grants-2011_09
ORD IDord-aadfa04a5ef54f78af904064efd0c380
Source noteuspto-grants-2011_09