2,4-Dichloro-3-nitrobenzotrifluoride → 2,6-Dichloro-3-(trifluoromethyl)aniline

HRID 1038749Notes

Reaction equation

HRID 1038749 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([Cl:11])[CH:5]=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13]>CO.[Ni]>[Cl:1][C:2]1[C:3]([C:12]([F:13])([F:15])[F:14])=[CH:4][CH:5]=[C:6]([Cl:11])[C:7]=1[NH2:8]

Participants

4

Reactant 1

HCID 27368412,4-Dichloro-3-nitrobenzotrifluoride

Product 1

HCID 134704732,6-Dichloro-3-(trifluoromethyl)aniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Hydrogenation of 2,4-dichloro-3-nitro-benzotrifluoride (5.0 g, 19.2 mmol; ABCR, Karlsruhe/Germany) in 100 ml MeOH in the presence of 1 g Raney-nickel, filtration and concentration of the filtrate gives the title compound: TLC: Rf=0.67 (EE).

Sources & evidence

ORD record
ord-abd7b1174d8943b1a8c22a4995ba8fcf
Source dataset
uspto-grants-2013_10
Patent number
US08552002B2

Reaction notes

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