Benzene → 3-Bromoazepan-2-one
Reaction equation
C1C=CC=CC=1.[Br:7]Br.P(Br)(Br)Br.[C:13]1(=[O:20])[NH:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>>[Br:7][CH:14]1[CH2:15][CH2:16][CH2:17][CH2:18][NH:19][C:13]1=[O:20]Participants
Conditions
- Temperature
- 10 °C
Procedure
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.
Workup
- temperaturewas maintained at 10° C. or less
- customthe resultant reaction solution
- additionwas added dropwise through a dropping funnel over 30 minutes
- temperaturewhile maintaining the temperature of the reaction solution at 10° C. or less
Sources & evidence
- ORD record
- ord-89cec7fd60294543a8368e9f33174bd0
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07902383B2
Reaction notes
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