Bromine → HCID 178523765, compound
Reaction equation
[Br:1]Br.[CH2:3]([O:10][C:11](=[O:22])[NH:12][C@H:13]1[CH2:18][CH2:17][C@H:16]([C:19](=[O:21])[CH3:20])[CH2:15][CH2:14]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[CH2:3]([O:10][C:11](=[O:22])[NH:12][C@H:13]1[CH2:18][CH2:17][C@H:16]([C:19](=[O:21])[CH2:20][Br:1])[CH2:15][CH2:14]1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 10 °C
Procedure
Bromine (160 μL, 3.12 mmol, 1.0 eq) is added at 10° C. to a stirred solution of (trans-4-acetyl-cyclohexyl)-carbamic acid benzyl ester (850 mg, 3.12 mmol, 1.0 eq) in methanol (30 mL). After 4 hours stirring at 10° C., the reaction mixture is diluted with petroleum ether (15 mL) and the resulting precipitate is collected by filtration to afford [trans-4-(2-bromo-acetyl)-cyclohexyl]-carbamic acid benzyl ester as a white solid (920 mg, 83% yield).