Reaktion #977511

Reaktionsgleichung

(2,3-Dihydro-thieno[3,4-b][1,4]dioxin-2-yl)-methanol

Sodium hydride

butanesultone

→

4-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-yl-methoxy)-butane-1-sulfonic acid sodium salt

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux for 3 h
2. 2
   Sonstigethe solvent was removed
3. 3
   workup.ADDITIONmethanol was added
4. 4
   workup.STIRRINGthe mixture was stirred
5. 5
   Filtrationfiltered
6. 6
   Einengenthe filtrate was concentrated
7. 7
   workup.ADDITIONThe remaining oil was solidified by addition of hexanes and ethanol
8. 8
   workup.STIRRINGby stirring
9. 9
   FiltrationFinal filtration
10. 10
    Sonstigedrying
11. 11
    Sonstigeresulted in pure 4-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-ylmethoxy)-butane-1-sulfonic acid sodium salt

Vorschrift

(2,3-Dihydro-thieno[3,4-b][1,4]dioxin-2-yl)-methanol (6.9 g, 40 mmol) was dissolved into tetrahydrofuran (100 mL) and blanketed by nitrogen. Sodium hydride (1.76 g) was added and stirring was continued for 30 min. Then butanesultone (6.0 g) was added dropwise after which the reaction mixture was brought to reflux for 3 h. Then it was cooled to 25° C. again, the solvent was removed, methanol was added, the mixture was stirred, filtered and the filtrate was concentrated. The remaining oil was solidified by addition of hexanes and ethanol, followed by stirring. Final filtration and drying resulted in pure 4-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-ylmethoxy)-butane-1-sulfonic acid sodium salt as was demonstrated by NMR and mass spectroscopy.

Quelle