2-Nitro-6-(trifluoromethyl)phenol → 2-Amino-6-(trifluoromethyl)phenol

HRID 1064822Notes

Reaction equation

HRID 1064822 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[C:5]=1[OH:14])([O-])=O>[C].[Pd].C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:11])([F:12])[F:13])[C:5]=1[OH:14]

Participants

4

Reactant 1

HCID 9018342-Nitro-6-(trifluoromethyl)phenol

Product 1

HCID 222727462-Amino-6-(trifluoromethyl)phenolYield 99.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A 10% palladium carbon catalyst (1.0 g) was added to a solution of the resulting nitro compound (2.0 g, 9.65 mmol) in ethanol (60 ml) and the mixture was stirred under hydrogen atmosphere at room temperature for 5 hours. After completion of the reaction, the reaction solution was filtered off through celite and the filtrate was concentrated to provide 1.70 g (yield 99%) of 2-amino-6-trifluoromethylphenol as pale yellow crystals.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe reaction solution was filtered off through celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-31ad81e73b97470880c00480371c7a49
Source dataset
uspto-grants-2005_11
Patent number
US06969711B2

Reaction notes

Loading…