Hydrochloric Acid → 3-chlorophenyl-2-[4-(2-phenylpropyl)piperazin-1-yl]ethylcyclohexanol Dihydrochloride

HRID 28814

Reaction equation

[ClH:1].Cl.[Cl:3]C1C=C([CH:10]([C:27]2([OH:33])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)[CH2:11][N:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH3:20])[CH2:14][CH2:13]2)C=CC=1.[Cl:34][C:35]1[CH:36]=[C:37](C(C2(O)CCCCC2)CN2CCNCC2)[CH:38]=[CH:39][CH:40]=1.C1(C(C)C=O)C=CC=CC=1.Cl>>[ClH:3].[ClH:34].[Cl:1][C:35]1[CH:40]=[C:39]([CH:28]2[CH2:29][CH2:30][CH2:31][CH2:32][C:27]2([CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH:19]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH3:20])[CH2:14][CH2:13]2)[OH:33])[CH:38]=[CH:37][CH:36]=1

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 71462-Phenylpropanal

HCID 103815021-[1-(3-Chlorophenyl)-2-piperazin-1-ylethyl]cyclohexanol

HCID 112492881-{1-(3-Chlorophenyl)-2-[4-(2-phenylpropyl)piperazin-1-yl]ethyl}cyclohexanol dihydrochloride

Product 1

HCID 866004063-chlorophenyl-2-[4-(2-phenylpropyl)piperazin-1-yl]ethylcyclohexanol Dihydrochloride

Procedure

In an analogous manner to Example 117, 1-{1-(3-chlorophenyl)-2-[4-(2-phenylpropyl)piperazin-1-yl]ethyl}cyclohexanol dihydrochloride was prepared from 1-[1-(3-chlorophenyl)-2-piperazin-1-ylethyl]cyclohexanol (see Example 1) and 2-phenylpropionaldehyde. MS (ESI) m/z 441/443 ([M+H]+); HRMS: calcd for C27H37ClN2O.2.00 HCl, 512.2128; found (ESI), 441.2662.

Sources & evidence

ORD record: ord-4df71547f8b34476aa219a6c6686f85e
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07419980B2

Linked notes

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