2-Phenylcyclopentanone → Cypenamine

HRID 1702966

Reaction equation

[C:1]1([CH:7]2[CH2:11][CH2:10][CH2:9][C:8]2=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])=O.[NH4+:16]>>[C:1]1([CH:7]2[CH2:11][CH2:10][CH2:9][CH:8]2[NH2:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 2901542-Phenylcyclopentanone

HCID 2723923Ammonium formate

Product 1

HCID 21786Cypenamine

Procedure

2-Phenylcyclopentanone is reacted with ammonium formate at 170° C. via the Leuckart method to afford predominantly the cis isomer of 2-phenylcyclopentylamine.

Sources & evidence

ORD record: ord-75da60f633e84fc982f54c164e0a00b9
Source dataset: uspto-grants-1982_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04350685

Linked notes

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