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

HRID 1279607Notes

Reaction equation

HRID 1279607 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-453af9523161446c9d783feb8afce508
Source dataset
uspto-grants-2002_09
Patent number
US06448290B1

Reaction notes

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