Sulfuric Acid → 2,3-Difluoro-6-nitrophenol

HRID 486973Notes

Reaction equation

HRID 486973 reaction equation
F[C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[OH-].[Ca+2].[OH-].S(=O)(=O)(O)[OH:17]>O>[F:8][C:7]1[C:6]([F:9])=[CH:5][CH:4]=[C:3]([N+:10]([O-:12])=[O:11])[C:2]=1[OH:17]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 698711,2,3-Trifluoro-4-nitrobenzeneHCID 6093208Calcium Hydroxide

Product 1

HCID 27337452,3-Difluoro-6-nitrophenol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.77 kg (10 mol) of 2,3,4-trifluoronitrobenzene and 1.56 kg (21-mol) of calcium hydroxide are heated to 70° C. in 5 l of water and the mixture is well stirred. The reaction is finished after about 6 h, as can be detected by gas chromatography. The mixture is acidified to pH 1.5 with 70% strength sulfuric acid and worked up as described in Examples 1 and 2 (the alkaline solution can also be filtered from inorganic salts at 60° C. before acidification). 1.40 kg of yellow 2,3-difluoro-6-nitrophenol are isolated; a residual content of 2,3-difluoro-4-nitrophenol cannot be detected. The yield corresponds to 80% of theory.

Workup

  1. filtrationcan also be filtered from inorganic salts at 60° C. before acidification)

Sources & evidence

ORD record
ord-f5aac19fe7e242b4b1da0e09e1bf613d
Source dataset
uspto-grants-1994_03
Patent number
US05292967

Reaction notes

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