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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601735Generated: October 27, 2026

Benzene → 3-Bromoazepan-2-one

https://huagongshe.com/reaction/601735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantCaprolactamHCID 7768—
ReactantBromineHCID 24408—
ReactantPhosphorus tribromideHCID 24614—
Product3-Bromoazepan-2-oneHCID 11030635—

Reaction Conditions

Temperature10 °C

Reaction Steps

A benzene (50 g; manufactured by JUNSEI CHEMICAL Co., Ltd.) solution in which 240 g (1.5 mol) of bromine (manufactured by JUNSEI CHEMICAL Co., Ltd.) were dissolved was cooled with ice to 10° C. To the cooled solution, 450 g (1.6 mol) of 90% phosphorus tribromide (manufactured by Wako Pure Chemical Industries Ltd.) were added while the temperature of the reaction solution was maintained at 10° C. or less, and the resultant reaction solution was stirred for 60 minutes. Into the reaction solution, a benzene (220 g) solution in which 85 g (0.75 mol) of commercially available 6-hexanolactam (trade name: ε-caprolactam; manufactured by Tokyo Chemical Industry Co., Ltd.) were dissolved was added dropwise through a dropping funnel over 30 minutes while maintaining the temperature of the reaction solution at 10° C. or less.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902383B2
Source datasetuspto-grants-2011_03
ORD IDord-89cec7fd60294543a8368e9f33174bd0
Source noteuspto-grants-2011_03