Cyclohexylamine, 2-phenyl-, hydrochloride, trans- → N-[(1R,2S)-2-phenylcyclohexyl]azepan-2-imine;hydrochloride

HRID 262001

Reaction equation

HRID 262001 reaction equation
[ClH:1].[C:2]1([C@H:8]2CCC[C@H:9]2[NH2:13])[CH:7]=[CH:6][CH:5]=CC=1.Cl.[C:15]1([C@@H:21]2[CH2:26][CH2:25][CH2:24][CH2:23][C@H:22]2[NH2:27])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[ClH:1].[C:15]1([C@@H:21]2[CH2:26][CH2:25][CH2:24][CH2:23][C@H:22]2[N:27]=[C:9]2[CH2:8][CH2:2][CH2:7][CH2:6][CH2:5][NH:13]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 209556Cyclohexylamine, 2-phenyl-, hydrochloride, trans-HCID 70051154rac-(1R,2R)-2-phenylcyclopentan-1-amine hydrochloride

Product 1

HCID 145795666N-[(1R,2S)-2-phenylcyclohexyl]azepan-2-imine;hydrochloride

Procedure

Following the procedure of Example 1, only substituting for cis-2-phenylcyclopentylamine hydrochloride an appropriate amount of trans-2-phenylcyclohexylamine hydrochloride, M.P. 251°-257° C., and employing a reaction time of 38 days, the desired product was obtained, M.P. 236°-239° C.

Workup

  1. customa reaction time of 38 days

Sources & evidence

ORD record
ord-41789a7951154ebeb76946cdc01e31bb
Source dataset
uspto-grants-1979_05
Patent number
US04153235

Linked notes

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