Réaction #4287

Équation de réaction

2-[(3,4-dichlorophenyl)thio]ethanol

triethylamine

methanesulfonyl chloride

→

Methanesulfonic Acid [2-[(3,4-dichlorophenyl)thio]ethyl]ester

Solvants

benzene

benzene

Conditions de réaction

Traitement

1. 1
   Températurewith cooling in an ice bath
2. 2
   Filtrationfiltered
3. 3
   AutreSolvent was removed from the filtrate in a rotary evaporator
4. 4
   Autreto give an oil which
5. 5
   Autrecrystallized
6. 6
   AutreA portion was recrystallized from isopropyl ether
7. 7
   Autreto give white crystalline solid, m.p. 53°-55° C.

Mode opératoire

To a solution of 117.97 g (0.53 mole) of 2-[(3,4-dichlorophenyl)thio]ethanol (prepared by reacting 3,4-dichlorothiophenol and 2-chloroethanol) and 53.5 g (0.53 mole) of triethylamine in 500 ml of benzene was added dropwise a benzene solution of 60.9 g (0.53 mole) of methanesulfonyl chloride over a one hour period with cooling in an ice bath. The reaction mixture was stirred at room temperature overnight and filtered. Solvent was removed from the filtrate in a rotary evaporator to give an oil which crystallized. A portion was recrystallized from isopropyl ether to give white crystalline solid, m.p. 53°-55° C.

Source