2-nitro-5-trifluoromethylphenyl Methoxymethyl Ether → 2-amino-5-trifluoromethylphenyl Methoxymethyl Ether

HRID 1006542Notes

Reaction equation

HRID 1006542 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:6]=1[N+:15]([O-])=O>CO.[Pd]>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([C:11]([F:12])([F:13])[F:14])[CH:8]=[CH:7][C:6]=1[NH2:15]

Participants

4

Reactant 1

HCID 226720632-nitro-5-trifluoromethylphenyl Methoxymethyl Ether

Product 1

HCID 226720672-amino-5-trifluoromethylphenyl Methoxymethyl EtherYield 100.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-nitro-5-trifluoromethylphenyl methoxymethyl ether (353 mg; prepared in Reference Example 19.) in MeOH (3.5 ml), 10% Pd—C (30 mg) was added in a stream of argon. The mixture was stirred vigorously at room temperature under hydrogen atmosphere. The reaction mixture was filtered through celite and concentrated under the reduced pressure to give the title compound (313 mg) having the following physical data.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationconcentrated under the reduced pressure

Sources & evidence

ORD record
ord-896df9e5cdeb4ef8881b9d572933c779
Source dataset
uspto-grants-2004_09
Patent number
US06790866B2

Reaction notes

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