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

HRID 847543Notes

Reaction equation

HRID 847543 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 mole) of sulphuryl chloride were added dropwise at room temperature (22° C.) to 48 g (0.275 mole) of 2,4,5-trifluoroacetophenone (obtained according to Example 6), dissolved in 400 ml of dichloromethane, and the mixture was stirred until the end of the evolution of hydrogen chloride (about 2 hours). 600 ml of water were then added to the reaction mixture, the organic phase was separated off, and 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- trifluoro-phenacyl chloride were obtained as an oily residue, which corresponds to 84.5 % of theory. The characterization of the product carried out as in Examples 9 to 15 gave a δ value of 5.29 ppm.

Workup

  1. customthe organic phase was separated off
  2. washthis was washed until neutral with sodium hydrogen carbonate solution
  3. dry with materialdried over magnesium sulphate

Sources & evidence

ORD record
ord-c3ddf329704e4930aa9100cbdeef4d2b
Source dataset
uspto-grants-1992_08
Patent number
US05142092

Reaction notes

Loading…