(2R,3R)-1-(Dimethylamino)-3-(3-methoxyphenyl)-2-methylpentan-3-ol HCl → (Z)-(RS)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethylamine hydrochloride
Reaction equation
[ClH:1].[CH3:2][N:3]([CH3:19])[CH2:4][CH:5]([CH3:18])[C:6]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=1)(O)[CH2:7][CH3:8]>Cl>[ClH:1].[CH3:17][O:16][C:12]1[CH:11]=[C:10](/[C:6](=[CH:7]\[CH3:8])/[CH:5]([CH3:18])[CH2:4][N:3]([CH3:19])[CH3:2])[CH:15]=[CH:14][CH:13]=1Participants
3
Procedure
200 g (0.69 mole) of hydrochloride (2) were dissolved in one litre of concentrated hydrochloric acid and allowed to stand at room temperature. The hydrochloric acid was removed by distillation under vacuum. The residue was dissolved in 1 l of ice-water and the pH was adjusted to 13 with 10 molar sodium hydroxide solution. After extraction with ether, drying the organic phase and removing the solvent by distillation, 162 g of crude product were obtained, and were purified by recrystallisation. 79 g (42% theoretical) of hydrochloride (1) with a melting point of 169°-170° C. were obtained.