rac-(1R,2R)-2-phenylcyclopentan-1-amine hydrochloride → trans-2-Cyclohexylcyclopentylamine

HRID 461038Notes

Reaction equation

HRID 461038 reaction equation
Cl.[C:2]1([C@H:8]2[CH2:12][CH2:11][CH2:10][C@H:9]2[NH2:13])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.C1([C@@H]2CCC[C@H]2N)C=CC=CC=1>>[CH:2]1([C@@H:8]2[CH2:12][CH2:11][CH2:10][C@H:9]2[NH2:13])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 70051154rac-(1R,2R)-2-phenylcyclopentan-1-amine hydrochlorideHCID 70053696trans-2-Phenylcyclopentan-1-amine hydrochloride

Product 1

HCID 54236317trans-2-Cyclohexylcyclopentylamine

Procedure

By the procedure described in Example 25(A) only substituting for cis-2-phenylcyclopentylamine hydrochloride an appropriate amount of trans-2-phenylcyclopentylamine hydrochloride, M.P. 142°-143° C, the hydrochloride salt of trans-2-cyclohexylcyclopentylamine is obtained, M.P. 199°-200° C. Following the procedure of Example 23 only substituting for cis-2-phenylcyclopentylamine hydrochloride and appropriate amount of trans-2-cyclohexylcyclopentylamine hydrochloride and employing a reaction time of 38 days, the desired product is obtained, M.P. 208°-210° C.

Sources & evidence

ORD record
ord-87466997d33a4405aee1f283ebaccfb3
Source dataset
uspto-grants-1977_12
Patent number
US04061746

Reaction notes

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