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

HRID 1815844Notes

Reaction equation

HRID 1815844 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](Br)[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=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:4]2[C:5]3[O:9][CH:8]=[CH:7][C:6]=3[CH:10]=[C:2]([Cl:1])[CH:3]=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 221447207-Bromo-5-chloro-1-benzofuran

Product 1

HCID 224956311-Benzyl-3-methyl-4-hydroxy-4-(5-chlorobenzofur-7-yl)piperidineYield 92%

Procedure

Beginning with 4.0 gm (17.3 mMol) 5-chloro-7-bromobenzofuran and 3.86 gm (19.0 mMol) 1-benzyl-3-methyl-4-oxo-piperidine, 5.6 gm (92%) of the desired compound were recovered essentially as described in EXAMPLE 3.

Sources & evidence

ORD record
ord-25c0608edb564a4289cc27a17156d41d
Source dataset
uspto-grants-2005_04
Patent number
US06881733B1

Reaction notes

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