Reaction #2195

Reaction equation

4-bromomethyl-4'-chlorobenzophenone

methylmercaptan sodium

→

desired product

Yield 83.0%

4-Chloro-4'-methylthiomethylbenzophenone

Yield 83.0%

Solvents

methanol

Conditions

Workup

1. 1
   Temperatureunder reflux
2. 2
   ConcentrationThe reaction mixture was concentrated
3. 3
   Extractionextracted with ethyl acetate
4. 4
   WashThe ethyl acetate layer was washed with water
5. 5
   Dryingdried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONEthyl acetate was distilled off under reduced pressure
7. 7
   WashThe residual solid was washed with n-hexane

Procedure

4-bromomethyl-4'-chlorobenzophenone (3.1 g) and 15% methylmercaptan-sodium aqueous solution (5.6 g) were added to methanol (150 ml), and the mixture was stirred for 30 minutes under reflux. The reaction mixture was concentrated and extracted with ethyl acetate. The ethyl acetate layer was washed with water and then dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off under reduced pressure. The residual solid was washed with n-hexane to obtain the desired product (2.3 g, melting point: 59° to 61° C., yield: 83%).

Source