Diethyl Ether → HCID 20569893, compound

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9]([N:15]1[CH2:20][CH2:19][CH:18]([CH2:21][CH:22]([O:24]C(=O)C)[CH3:23])[CH2:17][CH2:16]1)=[N:8][N:7]=[CH:6]2.CCOCC>[OH-].[Na+].C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9]([N:15]1[CH2:20][CH2:19][CH:18]([CH2:21][CH:22]([OH:24])[CH3:23])[CH2:17][CH2:16]1)=[N:8][N:7]=[CH:6]2

Participants

Procedure

6,7-Dimethoxy-1-[4-(2-acetoxypropyl)piperidino]phthalazine (1 g) was heated at 90° in a mixture of 5 N sodium hydroxide (5 ml) and ethanol (5 ml) for 30 hours. The mixture was then evaporated in vacuo and the residue suspended in water (25 ml) from which it was extracted with chloroform (2×25 ml). The combined chloroform extracts were washed with water (20 ml) and evaporated in vacuo to give a crude oily product, which solidified on trituration with ether (20 ml). Recrystallization from acetonitrile gave 6,7-dimethoxy-1-[4-(2-hydroxypropyl)piperidino]phthalazine (400 mg), m.p. 154°-6°.