3-(Trifluoromethyl)-4-(benzyloxy)nitrobenzene → 4-Amino-2-(trifluoromethyl)phenol

HRID 1157154Notes

Reaction equation

HRID 1157154 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][C:10]=1[C:18]([F:21])([F:20])[F:19])C1C=CC=CC=1>CO.[Pd]>[NH2:15][C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([C:18]([F:19])([F:20])[F:21])[CH:11]=1

Participants

4

Reactant 1

HCID 219520843-(Trifluoromethyl)-4-(benzyloxy)nitrobenzene

Product 1

HCID 220605724-Amino-2-(trifluoromethyl)phenolYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To the suspension of 1-benzyloxy-4-nitro-2-trifluoromethylbenzene (575 mg, 1.96 mmol) in methanol was added catalytic amount of 5% palladium on carbon under a hydrogen atmosphere. The mixture was stirred for 4 hrs and filter through celite. The filtrate was concentrated to afford 4-amino-2-trifluoromethylphenol (311 mg, 90%).

Workup

  1. filtrationfilter through celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-a62629dac61d4946976b43a4615c4765
Source dataset
uspto-grants-2010_10
Patent number
US07807672B2

Reaction notes

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