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

HRID 1607296Notes

Reaction equation

HRID 1607296 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]>CO.[Pd]>[NH2:9][C:4]1[CH:5]=[CH:6][C:7]([F:8])=[C:2]([F:1])[C:3]=1[OH:12]

Participants

4

Reactant 1

HCID 27337452,3-Difluoro-6-nitrophenol

Product 1

HCID 27784416-Amino-2,3-difluorophenolYield 99.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2,3-difluoro-6-nitrophenol (500 mg) in methanol (7 ml) was hydrogenated over 5% Pd/C (60 mg) for 6 hours. The reaction mixture was filtered under nitrogen stream and the filtrate was evaporated under reduced pressure to give 414 mg of crude 2-amino-5,6-difluorophenol.

Workup

  1. filtrationThe reaction mixture was filtered under nitrogen stream
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-456933d1dc874493b7f82558298d8652
Source dataset
uspto-grants-1989_09
Patent number
US04864023

Reaction notes

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