Réaction #1328420

Équation de réaction

methyl 2-chlorosulfonyl-4-chlorobenzoate

→

Methyl 2-mercapto-4-chlorobenzoate

Solvants

hydrochloric acid

—

ice

Conditions de réaction

Traitement

1. 1
   workup.WAITAfter 2 hours at this temperature
2. 2
   Températurethe mixture was cooled
3. 3
   workup.WAITto stand at room temperature for 12 hours
4. 4
   Extractionextracted with ethyl acetate
5. 5
   Autrethe combined organic phases were dried
6. 6
   Autrethe solvent was removed

Mode opératoire

Over a period of 1.5 hours, 243.5 g (3.7 mol) of zinc powder were added a little at a time to a suspension of 205 g (0.75 mol) of methyl 2-chlorosulfonyl-4-chlorobenzoate in 1 l of concentrated hydrochloric acid and 375 g of ice. The mixture was stirred for another 3 hours and slowly heated to 70° C. After 2 hours at this temperature, the mixture was cooled. The reaction mixture was allowed to stand at room temperature for 12 hours and then extracted with ethyl acetate, the combined organic phases were dried and the solvent was removed. This gave 125.4 g (83%) of methyl 2-mercapto-4-chlorobenzoate.

Source