trans-N-Decyl-2-(4-nitrophenyl)cyclopropanecarboxamide → trans-N-Decyl-2-(4-aminophenyl)cyclopropanecarboxamide

HRID 1065828

Reaction equation

HRID 1065828 reaction equation
[CH2:1]([NH:11][C:12]([C@@H:14]1[CH2:16][C@H:15]1[C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=1)=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]>C(O)(=O)C.[Fe]>[CH2:1]([NH:11][C:12]([C@@H:14]1[CH2:16][C@H:15]1[C:17]1[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=1)=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 1

HCID 12854652trans-N-Decyl-2-(4-nitrophenyl)cyclopropanecarboxamide

Product 1

HCID 54265967trans-N-Decyl-2-(4-aminophenyl)cyclopropanecarboxamideYield 87%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

The title compound was prepared in 87% yield by reducing trans-N-decyl-2-(4-nitrophenyl)cyclopropanecarboxamide with iron powder in glacial acetic acid, in a manner analogous to Preparation 34.

Workup

  1. customin a manner analogous to Preparation 34

Sources & evidence

ORD record
ord-a1007ef6eac9454fa4d9772a068d42bf
Source dataset
uspto-grants-1982_05
Patent number
US04331683

Linked notes

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