(3-Methoxy-2-propylbenzyl)-dimethylamine → 3-Dimethylaminomethyl-2-propylphenol hydrobromide
Reaction equation
C[O:2][C:3]1[C:4]([CH2:13][CH2:14][CH3:15])=[C:5]([CH:10]=[CH:11][CH:12]=1)[CH2:6][N:7]([CH3:9])[CH3:8].[BrH:16].C(O)(=O)C>>[BrH:16].[CH3:9][N:7]([CH2:6][C:5]1[C:4]([CH2:13][CH2:14][CH3:15])=[C:3]([OH:2])[CH:12]=[CH:11][CH:10]=1)[CH3:8]Participants
3
Procedure
(3-Methoxy-2-propylbenzyl)-dimethylamine (1.51 g, 7.28 mmol) was suspended in 30% hydrogen bromide/acetic acid (10 mL) and heated to reflux with stirring for 20 h. The cooled reaction mixture was triturated and decanted with successive portions of diethyl ether (4×), then triturated with diethyl ether overnight. The solid was collected by filtration, washed with ether and dried to give 3-dimethylaminomethyl-2-propylphenol hydrobromide (1.58 g, 79%) as a tan solid.
Workup
- temperatureheated
- temperature