1-Methyl-4-piperidone → 4-Hydroxy-4-(alpha-hydroxy-4-trifluoromethyl-2-tolyl)-1-methylpiperidine

Reaction equation

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

Participants

Reactant 2

HCID 740491-Methyl-4-piperidone

HCID 2779289[2-Bromo-4-(trifluoromethyl)phenyl]methanol

Product 1

HCID 867335264-Hydroxy-4-(alpha-hydroxy-4-trifluoromethyl-2-tolyl)-1-methylpiperidine

Procedure

Reaction of 2-bromo-4-trifluoromethylbenzyl alcohol and 1-methyl-4-piperidone by the method described in Example 16a provides 4-hydroxy-4-(α-hydroxy-4-trifluoromethyl-2-tolyl)-1-methylpiperidine.

Sources & evidence

ORD record: ord-3c22f7d026a343379cdd38be83d78bd0
Source dataset: uspto-grants-1976_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03985889

Reaction notes

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