Sulfuric Acid → HCID 67383550, compound

HRID 335938Notes

Reaction equation

HRID 335938 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][C:12]2[CH:17]=[CH:16][C:15]([I:18])=[C:14]([F:19])[C:13]=2[F:20])=[C:6]([CH:10]=1)[C:7]([OH:9])=O.S(=O)(=O)(O)O>>[Br:1][C:2]1[CH:10]=[C:6]2[C:5]([O:11][C:12]3[C:13]([F:20])=[C:14]([F:19])[C:15]([I:18])=[CH:16][C:17]=3[C:7]2=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 67383539HCID 67383539, compound

Product 1

HCID 67383550HCID 67383550, compoundYield 93%

Conditions

Temperature
100 °C

Procedure

To a 250 mL flask charged with 5-bromo-2-(2,3-difluoro-4-iodophenoxy)benzoic acid (9.1 g, 20.0 mmol) was added sulfuric acid (21.32 mL, 400 mmol). The resulting slurry was heated at 100° C. for 2.5 h. The mixture was cooled to rt and poured into 1 L of ice water. The resulting tan slurry was stirred vigorously for 3 hours. The mixture was filtered through a Buchner funnel and the derived solid was dried under a stream of air for 6 hours to provide 7-bromo-3,4-difluoro-2-iodo-9H-xanthen-9-one (8.10 g, 18.54 mmol, 93% yield) as a tan solid.

Workup

  1. temperatureThe mixture was cooled to rt
  2. filtrationThe mixture was filtered through a Buchner funnel
  3. customthe derived solid was dried under a stream of air for 6 hours

Sources & evidence

ORD record
ord-8b090898e1f5453c94f0c533d3266ec3
Source dataset
uspto-grants-2014_11
Patent number
US08883782B2

Reaction notes

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