2,3-Difluoro-6-nitrophenol → 6-Amino-2,3-difluorophenol

HRID 568006Notes

Reaction equation

HRID 568006 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([N+:9]([O-])=O)[C:3]=1[OH:12]>[Pd]>[OH:12][C:3]1[C:2]([F:1])=[C:7]([F:8])[CH:6]=[CH:5][C:4]=1[NH2:9]

Participants

3

Reactant 1

HCID 27337452,3-Difluoro-6-nitrophenol

Product 1

HCID 27784416-Amino-2,3-difluorophenolYield 100.2%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

2,3 difluoro 6-nitrophenol (2 g, 11 mmol) was treated with 10% Pd/C(1 g) at 23° C. The reaction mixture was flushed with hydrogen gas and the reaction was allowed to stir 12 h before it was filtered through celite. The filtrate was concentrated in vacuo to afforded the title compound (1.6 g, 97%). EI-MS m/z 146(M+H)+.

Workup

  1. customThe reaction mixture was flushed with hydrogen gas
  2. filtrationwas filtered through celite
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-607c90368d084e26b1affed4c15e27d2
Source dataset
uspto-grants-2001_01
Patent number
US06180675B2

Reaction notes

Loading…