Chlorine → 2-Chloro-4,5-difluorobenzoic acid

HRID 359962Notes

Reaction equation

HRID 359962 reaction equation
[N+]([C:4]1[CH:12]=[C:11]([F:13])[C:10]([F:14])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])([O-])=O.[Cl:15]Cl>>[Cl:15][C:4]1[CH:12]=[C:11]([F:13])[C:10]([F:14])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Participants

3

Reactant 2

HCID 24526ChlorineHCID 42196304,5-Difluoro-2-nitrobenzoic acid

Product 1

HCID 7371712-Chloro-4,5-difluorobenzoic acid

Procedure

2-chloro-4,5-difluorobenzoic acid may be prepared by decarboxylating 4,5-difluorophthalic anhydride or 4,5-difluorophthalic acid to form 3,4-difluorobenzoic acid in N-methyl-2-pyrrolidone, quinoline, or dimethyl acetamide optionally using copper, copper oxide, copper salts, or halides and salts of Zn, Cd, Ag and Ni as a catalyst, treating said 3,4-difluorobenzoic acid with a mixture of nitric and sulfuric acids, to produce 2-nitro-4,5-difluorobenzoic acid, and treating said 2-nitro-4,5-difluorobenzoic acid with elemental chlorine to form 2-chloro-4,5-difluorobenzoic acid.

Workup

  1. additiontreating

Sources & evidence

ORD record
ord-77b05e94bf794a01a5bb9e39b34ac621
Source dataset
uspto-grants-1991_03
Patent number
US05003103

Reaction notes

Loading…