C(OC([N:11]1[CH2:16][CH2:15][C:14]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:20][CH:19]=2)([OH:17])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>CO>[CH2:25]([O:24][C:21]1[CH:22]=[CH:23][C:18]([C:14]2([OH:17])[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]2)=[CH:19][CH:20]=1)[CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]To a solution of 1-benzyloxycarbonyl-4-(4-hexyloxyphenyl)-4-hydroxypiperidine (1.4 g) in methanol (28 ml) was added dry 10% palladium on carbon (0.7 g) and stirred for 6 hours under hydrogen atmosphere. The palladium on carbon was filtered off, and the filtrate was evaporated under reduced pressure to give 4-(4-hexyloxyphenyl)-4-hydroxypiperidine (0.74 g).
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