2,2,2-trifluoro-N-(2-hydroxyphenyl)acetamide → 2-Amino-3-ethyl-4-trifluoroacetamidophenol

HRID 1872783Notes

Reaction equation

HRID 1872783 reaction equation
[CH2:1]([C:3]1[C:4]([N+:17]([O-])=O)=[C:5]([OH:16])[CH:6]=[CH:7][C:8]=1[NH:9][C:10](=[O:15])[C:11]([F:14])([F:13])[F:12])[CH3:2].FC(F)(F)C(NC1C=CC=CC=1O)=O>CO.[Pd]>[NH2:17][C:4]1[C:3]([CH2:1][CH3:2])=[C:8]([NH:9][C:10](=[O:15])[C:11]([F:12])([F:13])[F:14])[CH:7]=[CH:6][C:5]=1[OH:16]

Participants

5

Reactant 2

HCID 132784972,2,2-trifluoro-N-(2-hydroxyphenyl)acetamideHCID 154801393-Ethyl-2-nitro-4-trifluoroacetamidophenol

Product 1

HCID 154801402-Amino-3-ethyl-4-trifluoroacetamidophenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-ethyl-2-nitro-4-trifluoroacetamidophenol (18.21 mmol) and 10% palladium-on-carbon (0.45 g) in methanol (100 mL) is shaken under an atmosphere of hydrogen (50 psi) for three hours. The mixture is filtered through Celite and concentrated under reduced pressure to yield 2-amino-3-ethyl. trifluoroacetamidophenol.

Workup

  1. filtrationThe mixture is filtered through Celite
  2. concentrationconcentrated under reduced pressure
  3. customto yield 2-amino-3-ethyl

Sources & evidence

ORD record
ord-d7c047e01c214b298957aa88ecb837bd
Source dataset
uspto-grants-2000_08
Patent number
US06110952

Reaction notes

Loading…