1-Benzyl-3-methyl-4-piperidone → 1-Benzyl-3-methyl-4-hydroxy-4-(2-methylbenzofur-7-yl)piperidine

HRID 1815858Notes

Reaction equation

HRID 1815858 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[C:10](Br)=[CH:9][CH:8]=[CH:7][C:5]=2[CH:6]=1.[CH2:12]([N:19]1[CH2:24][CH2:23][C:22](=[O:25])[CH:21]([CH3:26])[CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[CH2:12]([N:19]1[CH2:24][CH2:23][C:22]([OH:25])([C:10]2[C:4]3[O:3][C:2]([CH3:1])=[CH:6][C:5]=3[CH:7]=[CH:8][CH:9]=2)[CH:21]([CH3:26])[CH2:20]1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 5609651-Benzyl-3-methyl-4-piperidoneHCID 122647217-Bromo-2-methyl-1-benzofuran

Product 1

HCID 224956271-Benzyl-3-methyl-4-hydroxy-4-(2-methylbenzofur-7-yl)piperidineYield 66.7%

Procedure

Beginning with 1.0 gm (4.74 mMol) 2-methyl-7-bromobenzofuran and 1.01 gm (4.98 mMol) 1-benzyl-3-methyl-4-oxopiperidine, 1.06 gm of the desired compound was prepared as an orange oil essentially as described in EXAMPLE 19.

Sources & evidence

ORD record
ord-797153a5596d4279a8d0ef0eab866615
Source dataset
uspto-grants-2005_04
Patent number
US06881733B1

Reaction notes

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