Hydrochloric Acid → 2-Chloro-1-(2,4,5-trifluorophenyl)ethan-1-one

HRID 1030092Notes

Reaction equation

HRID 1030092 reaction equation
S(Cl)(Cl)(=O)=O.[CH3:6][C:7]([C:9]1[C:14]([F:15])=[CH:13][C:12]([F:16])=[C:11]([F:17])[CH:10]=1)=[O:8].[ClH:18].O>ClCCl>[F:15][C:14]1[CH:13]=[C:12]([F:16])[C:11]([F:17])=[CH:10][C:9]=1[C:7](=[O:8])[CH2:6][Cl:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 24648Sulfuryl chlorideHCID 5944172',4',5'-Trifluoroacetophenone

Product 1

HCID 147932862-Chloro-1-(2,4,5-trifluorophenyl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

40.8 g (0 3 mol) of sulphuryl chloride were added dropwise at room temperature (22° C.) to 48 g (0.275 mol) of 2,4,5-trifluoroacetophenone (obtained according to Example 110)dissolved in 400 ml of dichloromethane and the mixture was stirred until evolution of hydrogen chloride had ended (about 2 hours). The reaction mixture was then added to 600 ml of water, the organic phase was separated off, this was washed until neutral with sodium hydrogen carbonate solution and dried over magnesium sulphate, and the solvent was stripped off in a water pump vacuum. 48.6 g of 2,4,5-trifluorophenacyl chloride were obtained as an oily residue, which corresponds to 84.5% of theory. The characterization of the product carried out as in Examples 113 to 119 yielded a & value of 5.29 ppm.

Workup

  1. customobtained
  2. custom(about 2 hours)
  3. customthe organic phase was separated off
  4. washthis was washed until neutral with sodium hydrogen carbonate solution
  5. dry with materialdried over magnesium sulphate

Sources & evidence

ORD record
ord-dd952ed04b3c4e079bf42ebf80f3cb8d
Source dataset
uspto-grants-1992_04
Patent number
US05104879

Reaction notes

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