HCID 22165980, compound → HCID 22165979, compound

HRID 1032530Notes

Reaction equation

HRID 1032530 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:12][CH2:13][NH:14][C:15](=[O:20])[C:16]([F:19])([F:18])[F:17])[CH:6]=[CH:7][C:8]=1[N+:9]([O-])=O>[Ni].O1CCCC1>[NH2:9][C:8]1[CH:7]=[CH:6][C:5]([CH2:12][CH2:13][NH:14][C:15](=[O:20])[C:16]([F:18])([F:19])[F:17])=[CH:4][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 1

HCID 22165980HCID 22165980, compound

Product 1

HCID 22165979HCID 22165979, compoundYield 89.1%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In the presence of 15.0 g of Raney nickel, 12.5 g of N-[2-(3-methoxy-4-nitrophenyl)ethyl]-trifluoroacetamide is hydrogenated in 250 ml of tetrahydrofuran. The product is recrystallized from ethyl acetate/hexane, thus obtaining 10.0 g of N-[2-(4-amino-3-methoxyphenyl)ethyl]trifluoroacetamide, mp 80°-81° C.

Workup

  1. customThe product is recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-4ba80910533a43c29e8debd35d2cc0a0
Source dataset
uspto-grants-1990_09
Patent number
US04958026

Reaction notes

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