Реакция #576771

Уравнение реакции

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

NaH

butanesultone

→

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

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Температураto reflux for 3 h
2. 2
   Другоеthe solvent was removed
3. 3
   workup.ADDITIONmethanol was added
4. 4
   workup.STIRRINGthe mixture was stirred
5. 5
   Фильтрацияfiltered
6. 6
   Концентрированиеthe filtrate was concentrated
7. 7
   workup.ADDITIONThe remaining oil was solidified by addition of hexane and ethanol
8. 8
   workup.STIRRINGby stirring
9. 9
   ФильтрацияFinal filtration
10. 10
    Другоеdrying
11. 11
    Другоеresulted in pure 4-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-ylmethoxy)-butane-1-sulphonic acid sodium salt

Методика

(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. NaH (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 hexane 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-sulphonic acid sodium salt as was demonstrated by NMR and mass spectroscopy.

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