p-Toluenesulfonic acid monohydrate → 1-Benzyl-3-methyl-4-(5-trifluoromethylbenzofur-7-yl)-1,2,3,6-tetrahydropyridine

HRID 1815850Notes

Reaction equation

HRID 1815850 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](O)([C:14]2[C:22]3[O:21][CH:20]=[CH:19][C:18]=3[CH:17]=[C:16]([C:23]([F:26])([F:25])[F:24])[CH:15]=2)[CH:10]([CH3:28])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH2:1]([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[C:22]3[O:21][CH:20]=[CH:19][C:18]=3[CH:17]=[C:16]([C:23]([F:26])([F:24])[F:25])[CH:15]=2)[CH:10]([CH3:28])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 224957551-Benzyl-3-methyl-4-hydroxy-4-(5-trifluoromethylbenzofur-7-yl)piperidine

Product 1

HCID 224955691-Benzyl-3-methyl-4-(5-trifluoromethylbenzofur-7-yl)-1,2,3,6-tetrahydropyridineYield 46%

Procedure

Beginning with 0.67 gm (1.72 mMol) 1-benzyl-3-methyl-4-hydroxy-4-(5-trifluoromethylbenzofur-7-yl)piperidine and 1.3 gm p-toluenesulfonic acid monohydrate, 0.29 gm (46%) of the desired compound were prepared essentially as described in EXAMPLE 3.

Sources & evidence

ORD record
ord-8f360b0c4279463caecd19bca47c0613
Source dataset
uspto-grants-2005_04
Patent number
US06881733B1

Reaction notes

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