4-Nitro-2-(trifluoromethyl)anisole → 5-Amino-2-methoxybenzotrifluoride

HRID 1993582Notes

Reaction equation

HRID 1993582 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][C:4]=1[C:12]([F:15])([F:14])[F:13]>CO.[Ni]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][C:4]=1[C:12]([F:13])([F:14])[F:15]

Participants

4

Reactant 1

HCID 695624-Nitro-2-(trifluoromethyl)anisole

Product 1

HCID 6007055-Amino-2-methoxybenzotrifluoride

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

The title compound is prepared from 1-methoxy-4-nitro-2-trifluoromethyl-benzene (1 g, 4.43 mmol) by hydrogenation (5→1.4 bar) in the presence of Raney-Ni (0.3 g) in MeOH (20 mL) during 15 h. The product is isolated by filtration of the reaction suspension over Hyflo and evaporation of the solvent under reduced pressure to give compound of Stage 149.1 as a beige solid: M+H=191.9; Rf (AcOEt/hexane=1:1): 0.33.

Workup

  1. customThe product is isolated by filtration of the reaction suspension over Hyflo and evaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-7d4d8af771c74632be6fb8d76070401e
Source dataset
uspto-grants-2010_01
Patent number
US07652022B2

Reaction notes

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