4-[(4-Chlorophenyl)methyl]piperidin-4-ol → (s)-1-(5-Methoxy-2,3-dihydro-benzofuran-2-ylmethyl)-4-(4-chloro-benzyl)-piperidin-4-ol

HRID 278435Notes

Reaction equation

HRID 278435 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][C:7]2([OH:13])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[CH3:16][O:17][C:18]1[CH:19]=[CH:20][C:21]2[O:25][C@H:24]([CH2:26]OS(C3C(C)=CC=CC=3)(=O)=O)[CH2:23][C:22]=2[CH:38]=1>>[CH3:16][O:17][C:18]1[CH:19]=[CH:20][C:21]2[O:25][C@H:24]([CH2:26][N:10]3[CH2:9][CH2:8][C:7]([CH2:6][C:5]4[CH:4]=[CH:3][C:2]([Cl:1])=[CH:15][CH:14]=4)([OH:13])[CH2:12][CH2:11]3)[CH2:23][C:22]=2[CH:38]=1

Participants

3

Reactant 2

HCID 222454934-[(4-Chlorophenyl)methyl]piperidin-4-olHCID 88124042(S)-Toluenesulfonic acid 5-methoxy-2,3-dihydro-benzofuran-2-ylmethyl ester

Product 1

HCID 54036117(s)-1-(5-Methoxy-2,3-dihydro-benzofuran-2-ylmethyl)-4-(4-chloro-benzyl)-piperidin-4-ol

Procedure

The title compound, MS: m/e=387.9 (M+H+), was prepared from 4-(4-chloro-benzyl)-piperidin-4-ol and (S)-toluenesulfonic acid 5-methoxy-2,3-dihydro-benzofuran-2-ylmethyl ester.

Sources & evidence

ORD record
ord-a6099842a67b479794cc629d526c93c5
Source dataset
uspto-grants-2002_03
Patent number
US06359138B1

Reaction notes

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