Reaktion #77925

Reaktionsgleichung

4-chloro-5-methanesulfonyl-2-methylbenzoic acid

trimethyl orthoacetate

toluene

→

methyl 4,5-bismethanesulfonyl-2-methylbenzoate

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigehad reacted completely
2. 2
   Sonstigethe solvent was removed to the extent that the mixture still remained stirrable
3. 3
   workup.ADDITION150 ml of 1-methyl-2-pyrrolidone (NMP) and 15.8 g of sodium methanesulfinate were subsequently added
4. 4
   workup.ADDITIONAfter addition of a further 5.3 g of sodium methanesulfinate
5. 5
   workup.STIRRINGthe mixture was stirred for 25 h

Vorschrift

A solution of 29.5 g of 4-chloro-5-methanesulfonyl-2-methylbenzoic acid and 18.39 g of trimethyl orthoacetate in 100 ml of dioxane was refluxed until the acid had reacted completely. 150 ml of toluene were added, and the solvent was removed to the extent that the mixture still remained stirrable. 150 ml of 1-methyl-2-pyrrolidone (NMP) and 15.8 g of sodium methanesulfinate were subsequently added, and the mixture was stirred at 80° C. for 5 h. After addition of a further 5.3 g of sodium methanesulfinate, the mixture was stirred for 25 h. Conventional work-up gave methyl 4,5-bismethanesulfonyl-2-methylbenzoate.

Quelle