2-Nitro-4-(trifluoromethyl)phenol → 2-Amino-4-(trifluoromethyl)phenol

HRID 1515344Notes

Reaction equation

HRID 1515344 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-])=O>O1CCCC1.[Pd]>[NH2:12][C:3]1[CH:4]=[C:5]([C:8]([F:9])([F:10])[F:11])[CH:6]=[CH:7][C:2]=1[OH:1]

Participants

4

Reactant 1

HCID 98162-Nitro-4-(trifluoromethyl)phenol

Product 1

HCID 1202462-Amino-4-(trifluoromethyl)phenolYield 91.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-hydroxy-3-nitrobenzotrifluoride (1.00 g) in tetrahydrofuran (20 ml), 10% palladium on activated carbon (100 mg) was added and stirred overnight under a hydrogen atmosphere at room temperature. After the reaction mixture was filtered through celite, the solvent was distilled off under reduced pressure to give 2-amino-4-(trifluoromethyl)phenol (780 mg) as a gray powder.

Workup

  1. filtrationAfter the reaction mixture was filtered through celite
  2. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-3573af8ccece41668224dfaaaa72cae9
Source dataset
uspto-grants-2012_07
Patent number
US08222417B2

Reaction notes

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