Reaktion #588433

Reaktionsgleichung

methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoate

4-(4-fluorophenyl)isothiazolidine 1,1-dioxide

methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoate

Cs2CO3

water

→

colorless foam

Ausbeute 94.8%

Methyl 4-[4-(4-fluorophenyl)-1,1-dioxoisothiazolidin-2-yl]-5-methanesulfonyl-2-methylbenzoate

Ausbeute 94.8%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITleft
2. 2
   workup.WAITto stand at RT for 15 hours
3. 3
   workup.STIRRINGstirred at RT for 1 hour
4. 4
   Filtrationthe product was filtered off with suction
5. 5
   workup.DISSOLUTIONThe product was then dissolved in 1 l of EA
6. 6
   workup.ADDITIONthe solution was mixed with MgSO4 and activated carbon
7. 7
   workup.STIRRINGstirred at RT for 15 minutes
8. 8
   FiltrationIt was then filtered
9. 9
   Sonstigethe solvent was removed in vacuo

Vorschrift

18.00 g of 4-(4-fluorophenyl)isothiazolidine 1,1-dioxide, 20.59 g of methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoate (Journal of Medicinal Chemistry (1997), 40(13), 2017) and 81.75 g of Cs2CO3 were stirred in 500 ml of anhydrous DMF at RT for 5 hours. Then a further 2.00 g of methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoate were added, and the mixture was stirred at RT for 1 hour and left to stand at RT for 15 hours. The reaction mixture was poured into 1800 ml of water and stirred at RT for 1 hour, and the product was filtered off with suction. The product was then dissolved in 1 l of EA, and the solution was mixed with MgSO4 and activated carbon and stirred at RT for 15 minutes. It was then filtered and the solvent was removed in vacuo. 35.00 g of a colorless foam were obtained.

Quelle