Water → HCID 22591680, 화합물

반응식

[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10]1[O:14][C:13]([C:15]23[CH2:22][CH2:21][C:18]([CH2:23][CH2:24][CH2:25][C:26](=[O:28])[CH3:27])([CH2:19][CH2:20]2)[CH2:17][CH2:16]3)=[N:12][N:11]=1.[BH4-].[Na+].C(OCC)(=O)C.O>CO>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10]1[O:14][C:13]([C:15]23[CH2:22][CH2:21][C:18]([CH2:23][CH2:24][CH2:25][CH:26]([OH:28])[CH3:27])([CH2:19][CH2:20]2)[CH2:17][CH2:16]3)=[N:12][N:11]=1

참가 물질

실험 절차

5-{4-[5-(2-Chloro-4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]bicyclo[2.2.2]oct-1-yl}pentan-2-one (5-H) (0.150 g, 0.373 mmol) was stirred in methanol (5 mL) at 0° C. Sodium borohydride (0.0169 g, 0.448 mmol) was added. The reaction was allowed to stir to room temperature. The mixture was then layered with ethyl acetate (20 mL) and water (20 mL). The ethyl acetate layer was extracted and dried (MgSO4). Solvent was removed in vacuo to afford 5-{4-[5-(2-chloro-4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]bicyclo[2.2.2]oct-1-yl}pentan-2-ol (5-I).