Methanol → HCID 86666426, compound

Participants

Reaction Conditions

Reaction Steps

The monomer was formed as follows. Initially, 5.86 grams of pure NaH and 240 milliliters of toluene were added to three necks of a round bottom flask equipped with a stirrer, thermometer, and condenser placed in a heating mantle. The mixture was kept under argon. A solution of 40 grams 2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-yl)-methanol (EDOT MeOH) and 3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-3-ol (ProDOT-OH) (ratio 80:20) in 400 ml toluene were added drop wise for 15 minutes. The mixture was stirred at 40° C. for 1 hour. A solution of 28.4 grams of propane sultone in 240 milliliters toluene was added drop wise during 15 minutes. The resulting mixture was heated at reflux for an additional 2 hours. The solution was cooled to ambient temperature and 3.6 liters of acetone was added quickly. The precipitated product was filtered through a fine porosity frit and then dried under vacuum at ambient temperature for 6 days. 61 grams of sodium 3-(2,3-dihydrothieno[3,4-b][1,4]dioxin-2-ylmethoxy)-propane-1-sulfonate (EDOTSNa) was obtained (83% yield).

Provenance & Evidence