Methanol → 8-Carboxy-2-(dipropylamino)tetralin

反応式

Cl.[CH2:2]([N:5]([CH2:20][CH2:21][CH3:22])[CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[C:9]([C:16]([O:18]C)=[O:17])[CH:10]=[CH:11][CH:12]=2)[CH2:7]1)[CH2:3][CH3:4].[OH-].[Na+].CO>O>[C:16]([C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:8]=1[CH2:7][CH:6]([N:5]([CH2:20][CH2:21][CH3:22])[CH2:2][CH2:3][CH3:4])[CH2:15][CH2:14]2)([OH:18])=[O:17]

参加物

実験手順

A solution of methyl 2-(dipropylamino)tetralin-8-carboxylate hydrochloride (1.5 g, 4.6 mmol), sodium hydroxide (736 mg, 18.4 mmol), methanol (25 ml) and water (4 ml) was stirred overnight, The methanol was evaporated. Concentrated hydrochloric acid was added until the pH became about 6. The solution was extracted with chloroform. The organic layer was dried (sodium sulfate) and concentrated to give 1.23 g (97%) of pure 8-carboxy-2-(dipropylamino)tetralin as an oil. The hydrochloride melts at 245°-247° C., which could bse recrystallised from methanol/diethylether.