Ethanol → tert-Butyl 4-(benzylamino)-3,3-difluoropiperidine-1-carboxylate

Reaction equation

[BH4-:29].[CH3:26][CH2:27][OH:28].[CH3:31][c:32]1[cH:33][cH:34][cH:35][cH:36][cH:37]1.[F:1][C:2]1([F:17])[CH2:3][N:4]([C:10](=[O:11])[O:12][C:13]([CH3:14])([CH3:15])[CH3:16])[CH2:5][CH2:6][C:7]1([OH:8])[OH:9].[NH2:18][CH2:19][c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1.[Na+:30]>>[F:1][C:2]1([F:17])[CH2:3][N:4]([C:10](=[O:11])[O:12][C:13]([CH3:14])([CH3:15])[CH3:16])[CH2:5][CH2:6][CH:7]1[NH:18][CH2:19][c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1