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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420756Generated: October 26, 2026

Azobisisobutyronitrile → [4-(Bromomethyl)-2-chlorophenyl]methyl acetate

https://huagongshe.com/reaction/420756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant(2-Chloro-4-methylphenyl)methyl acetateHCID 58001748—
SolventChloroformHCID 6212—
Product[4-(Bromomethyl)-2-chlorophenyl]methyl acetateHCID 58001790—

Reaction Steps

(2-chloro-4-methylphenyl)methyl acetate (453 mg, 2.280 mmol) was dissolved in Chloroform (20 mL) and AIBN (18.72 mg, 0.114 mmol) and NBS (406 mg, 2.280 mmol) were added under Ar atmosphere. The reaction was left under reflux for 5 hours. HPLC showed a new pick which we thought it was the desired product and a bit of starting material and the reaction was stopped. The mixture was allowed to reach room temperature, succinimide was filtered, and volatiles removed under vacuum. Corresponding crude was purified by using flash master chromatography Si II MERCK, 20 g Hexane-acetate (0-30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097628B2
Source datasetuspto-grants-2012_01
ORD IDord-3c3dd90fecf7432a950ca0cef1ad5d58
Source noteuspto-grants-2012_01