p-Toluenesulfonic acid monohydrate → cis-3-Hydroxy-2-phenylpiperidinium tosylate

HRID 1757233Notes

Reaction equation

HRID 1757233 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][CH2:5][NH:4][CH:3]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.O.[C:15]1([CH3:25])[CH:20]=[CH:19][C:18]([S:21]([OH:24])(=[O:23])=[O:22])=[CH:17][CH:16]=1>>[S:21]([C:18]1[CH:19]=[CH:20][C:15]([CH3:25])=[CH:16][CH:17]=1)([O-:24])(=[O:23])=[O:22].[OH:1][C@H:2]1[CH2:7][CH2:6][CH2:5][NH2+:4][C@H:3]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 187826433-Hydroxy-2-phenylpiperidine

Product 1

HCID 86748915cis-3-Hydroxy-2-phenylpiperidinium tosylate

Procedure

The mixture of cis- and trans-isomers of 3-hydroxy-2-phenylpiperidine (Description 1, (2b)) and 4-toluenesulfonic acid monohydrate was crystallized from methanol/ethyl acetate to give cis-3-hydroxy-2-phenylpiperidinium tosylate: mp 266°-267° C.

Workup

  1. customwas crystallized from methanol/ethyl acetate

Sources & evidence

ORD record
ord-3d7c5dbc015b43c1a7c59c9e2e8ac828
Source dataset
uspto-grants-1995_08
Patent number
US05444074

Reaction notes

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