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

HRID 1815845Notes

Reaction equation

HRID 1815845 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](Br)[C:6]2[O:10][CH:9]=[CH:8][C:7]=2[CH:11]=1.[CH2:13]([N:20]1[CH2:25][CH2:24][C:23](=[O:26])[CH:22]([CH3:27])[CH2:21]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:13]([N:20]1[CH2:25][CH2:24][C:23]([OH:26])([C:5]2[C:6]3[O:10][CH:9]=[CH:8][C:7]=3[CH:11]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:22]([CH3:27])[CH2:21]1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 5609651-Benzyl-3-methyl-4-piperidoneHCID 221447037-Bromo-5-methoxy-1-benzofuran

Product 1

HCID 224957491-Benzyl-3-methyl-4-hydroxy-4-(5-methoxybenzofur-7-yl)piperidineYield 54%

Procedure

Beginning with 4.0 gm (17.6 mMol) 5-methoxy-7-bromobenzofuran and 3.94 gm (19.4 mMol) 1-benzyl-3-methyl-4-oxo-piperidine, 3.33 gm (54%) of the desired compound were recovered essentially as described in EXAMPLE 3.

Sources & evidence

ORD record
ord-ee58f2b543f049179e804c1d4a674cbb
Source dataset
uspto-grants-2005_04
Patent number
US06881733B1

Reaction notes

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