1-Benzyl-3-methyl-4-piperidone → 1-Benzyl-3-methyl-4-hydroxy-4-(4-trifluoromethylbenzofur-7-yl)piperidine

HRID 1815847Notes

Reaction equation

HRID 1815847 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[C:8]2[CH:9]=[CH:10][O:11][C:7]=2[C:6](Br)=[CH:5][CH:4]=1.[CH2:15]([N:22]1[CH2:27][CH2:26][C:25](=[O:28])[CH:24]([CH3:29])[CH2:23]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:15]([N:22]1[CH2:27][CH2:26][C:25]([OH:28])([C:6]2[C:7]3[O:11][CH:10]=[CH:9][C:8]=3[C:3]([C:2]([F:14])([F:13])[F:1])=[CH:4][CH:5]=2)[CH:24]([CH3:29])[CH2:23]1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 5609651-Benzyl-3-methyl-4-piperidoneHCID 121147077-Bromo-4-(trifluoromethyl)benzofuran

Product 1

HCID 224956381-Benzyl-3-methyl-4-hydroxy-4-(4-trifluoromethylbenzofur-7-yl)piperidineYield 39%

Procedure

Beginning with 1.5 gm (5.7 mMol) 4-trifluoromethyl-7-bromobenzofuran and 1.26 gm (6.2 mMol) 1-benzyl-3-methyl-4-oxopiperidine, 0.85 gm (39%) of the desired compound were recovered essentially as described in EXAMPLE 3.

Sources & evidence

ORD record
ord-1ebd5c319411477793b384f19d33e89f
Source dataset
uspto-grants-2005_04
Patent number
US06881733B1

Reaction notes

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