Reaction #1458426

Reaction equation

water

diphenylphosphine sulfide

chloroacetophenone

potassium hydroxide

→

Phenylcarbonylmethyl-diphenylphosphine sulfide

Solvents

methylene chloride

Conditions

Workup

1. 1
   Temperaturewas cooled to 8–10° C. in an ice-water bath
2. 2
   Otherthe organic layer was separated
3. 3
   Washwashed with more water (2 ml)
4. 4
   Dryingdried over sodium sulfate
5. 5
   OtherThe solvent was removed under reduced pressure
6. 6
   Othera rotary evaporator
7. 7
   Otherthe oily residue was crystallized from ethyl acetate-hexane mixture
8. 8
   Otherto give 0.19 g (56.5%) of star

Procedure

A stirred mixture of diphenylphosphine sulfide (0.218 g, 0.001 mol) and chloroacetophenone (0.216 g, 0.0014 mol) in methylene chloride (4 ml) was cooled to 8–10° C. in an ice-water bath. Small pieces of solid potassium hydroxide (0.196 g, 0.0035 mol) were added while stirring under nitrogen atmosphere. After 45 minute, water (2 ml) was added and the organic layer was separated, washed with more water (2 ml) and dried over sodium sulfate. The solvent was removed under reduced pressure using a rotary evaporator and the oily residue was crystallized from ethyl acetate-hexane mixture to give 0.19 g (56.5%) of star shaped crystals. mp=83–84° C.

Source