Reacción #1328420

Ecuación de reacción

methyl 2-chlorosulfonyl-4-chlorobenzoate

→

Methyl 2-mercapto-4-chlorobenzoate

Disolventes

hydrochloric acid

—

ice

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente