1-Benzyl-3-methyl-4-piperidone → 1-Benzyl-3-methyl-4-hydroxy-4-(5-trifluoromethylbenzofur-7-yl)piperidine

HRID 1815849Notes

Reaction equation

HRID 1815849 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5](Br)[C:6]2[O:10][CH:9]=[CH:8][C:7]=2[CH:11]=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:5]2[C:6]3[O:10][CH:9]=[CH:8][C:7]=3[CH:11]=[C:3]([C:2]([F:14])([F:13])[F:1])[CH:4]=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 221448715-Trifluoromethyl-7-bromobenzofuran

Product 1

HCID 224957551-Benzyl-3-methyl-4-hydroxy-4-(5-trifluoromethylbenzofur-7-yl)piperidineYield 43.3%

Procedure

Beginning with 1.1 gm (4.15 mMol) 5-trifluoromethyl-7-bromobenzofuran and 0.93 gm (4.57 mMol) 1-benzyl-3-methyl-4-oxopiperidine, 0.70 gm (43%) of the desired compound were recovered as a yellow solid essentially as described in EXAMPLE 3.

Sources & evidence

ORD record
ord-ad47722e5c0e4315a779772a0c2e4c45
Source dataset
uspto-grants-2005_04
Patent number
US06881733B1

Reaction notes

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