Water → 2-Chloro-1-(2,4-difluorophenyl)-2-fluoroethan-1-one

HRID 1087770Notes

Reaction equation

HRID 1087770 reaction equation
[F:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:6]=1[F:12])=[O:4].O.S(Cl)([Cl:17])(=O)=O>>[F:1][CH:2]([Cl:17])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:6]=1[F:12])=[O:4]

Participants

4

Reactant 3

HCID 962WaterHCID 24648Sulfuryl chlorideHCID 22163867Ethanone, 1-(2,4-difluorophenyl)-2-fluoro- (9CI)

Product 1

HCID 221638632-Chloro-1-(2,4-difluorophenyl)-2-fluoroethan-1-one

Procedure

A solution of 2,2',4'-trifluoroacetophenone (1.60 g; 9.2 mM) in sulphuryl chloride (4 ml) was heated at 75° for 18 hours. The mixture was then cooled and iced-water (40 ml) was added. The product was extracted into ether (80 ml), which was washed with water and aqueous sodium bicarbonate solution, and then dried over magnesium sulphate. Evaporation yielded the desired product as a colourless, intensely lachrymatory liquid (2.0 g; 100%).

Workup

  1. temperatureThe mixture was then cooled
  2. extractionThe product was extracted into ether (80 ml), which
  3. washwas washed with water and aqueous sodium bicarbonate solution
  4. dry with materialdried over magnesium sulphate
  5. customEvaporation

Sources & evidence

ORD record
ord-0dff33e52fe64197946070a2cd32454e
Source dataset
uspto-grants-1990_10
Patent number
US04960782

Reaction notes

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