2,6-Difluorobenzoic acid → 3-(Chlorosulfonyl)-2,6-difluorobenzoic acid

HRID 1820732Notes

Reaction equation

HRID 1820732 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([OH:6])=[O:5].[Cl:12][S:13](O)(=[O:15])=[O:14]>>[Cl:12][S:13]([C:8]1[C:7]([F:11])=[C:3]([C:2]([F:1])=[CH:10][CH:9]=1)[C:4]([OH:6])=[O:5])(=[O:15])=[O:14]

Participants

3

Reactant 2

HCID 97962,6-Difluorobenzoic acidHCID 24638Chlorosulfonic acid

Product 1

HCID 33047963-(Chlorosulfonyl)-2,6-difluorobenzoic acid

Procedure

95 mmol of 2,6-difluorobenzoic acid in 19 ml of chlorosulfonic acid was stirred for 2 h at 150°. The mixture was poured into 200 ml of ice and stirred for 20 min. The resulting slurry was filtered, washed with water and dried (20° overnight in the dessicator) to yield the title compound as a colorless solid. MS (m/e): 279.4 (MNa+, 81%)

Workup

  1. filtrationThe resulting slurry was filtered
  2. washwashed with water
  3. customdried (20° overnight in the dessicator)

Sources & evidence

ORD record
ord-ab94a46b8bf24a2a9b65745d3738193a
Source dataset
uspto-grants-2009_10
Patent number
US07605163B2

Reaction notes

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