Ethanol → l-1-Cyclohexyl-4-[1-phenyl-2-(3-tolyl)ethyl]piperazine dibenzoyl-d-tartarate sesquihydrate

HRID 1679429Notes

Reaction equation

HRID 1679429 reaction equation
[CH:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH:13]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:14][C:15]3[CH:16]=[C:17]([CH3:21])[CH:18]=[CH:19][CH:20]=3)[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH2:28].[C:29]([C@:37]([C:52]([OH:54])=[O:53])([OH:51])[C@:38]([C:43](=[O:50])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)([OH:42])[C:39]([OH:41])=[O:40])(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.C([OH:57])C>>[OH2:36].[C:43]([C@:38]([C:39]([OH:41])=[O:40])([OH:42])[C@:37]([C:29](=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([OH:51])[C:52]([OH:54])=[O:53])(=[O:50])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1.[CH:1]1([N:7]2[CH2:8][CH2:9][N:10]([CH:13]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:14][C:15]3[CH:16]=[C:17]([CH3:21])[CH:18]=[CH:19][CH:20]=3)[CH2:11][CH2:12]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1.[OH2:57].[OH2:28].[CH:1]1([N:7]2[CH2:8][CH2:9][N:10]([CH:13]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:14][C:15]3[CH:16]=[C:17]([CH3:21])[CH:18]=[CH:19][CH:20]=3)[CH2:11][CH2:12]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1.[C:43]([C@:38]([C:39]([OH:41])=[O:40])([OH:42])[C@:37]([C:29](=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([OH:51])[C:52]([OH:54])=[O:53])(=[O:50])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 124668821-Cyclohexyl-4-[1-phenyl-2-(3-tolyl)ethyl]piperazineHCID 122598382Dibezoyl-D-tartaric acid monohydrate

Product 1

HCID 131711057l-1-Cyclohexyl-4-[1-phenyl-2-(3-tolyl)ethyl]piperazine dibenzoyl-d-tartarate sesquihydrate

Procedure

A warmed mixture of dl-1-cyclohexyl-4-[1-phenyl-2-(3-tolyl)ethyl]piperazine (3.0 g), dibenzoyl-d-tartaric acid monohydrate (3.2 g) and ethanol (100 ml) is allowed to cool. The precipitated crystals are separated by filtration and fractionally recrystallized from 95 % ethanol to give l-1-cyclohexyl-4-[1-phenyl-2-(3-tolyl)ethyl]piperazine dibenzoyl-d-tartarate sesquihydrate (1.2 g), melting point: 150°-151° C (decomp.), [α]D/28 = -83.0° (c=1.0, methanol).

Workup

  1. temperatureto cool
  2. customThe precipitated crystals are separated by filtration
  3. customfractionally recrystallized from 95 % ethanol

Sources & evidence

ORD record
ord-d3835d7ded1c44cf92537d4ed1f54b1f
Source dataset
uspto-grants-1978_03
Patent number
US04080453

Reaction notes

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