反应详情

A quantity of 3.2 grams of crude 2-oximino-3,3-dimethyl-1,4-oxathiane was caused to react with 4 ml of methyl isocyanate in 75 ml of ether containing 5 drops of dibutyltin diacetate at room temperature for twenty hours. The excess methyl isocyanate and solvent were evaporated, and the residue taken up in ethyl acetate. After rinsing this solution with 100 ml of saturated brine and back-extraction with 100 ml of ethyl acetate, the combined organic solutions were dried over magnesium sulfate, filtered, and the solvent evaporated. The resulting thick oil was triturated with about 30 ml of a 3:1 isopropyl ether/ethyl acetate mixture at room temperature. Filtration afforded 0.7 g of pure 2-(methylcarbamoyloximino)-3,3-dimethyl-1,4-oxathiane, mp 67.0°-68.0°; structure confirmed by spectral analysis.

1. customThe excess methyl isocyanate and solvent were evaporated
2. washAfter rinsing this solution
3. extractionwith 100 ml of saturated brine and back-extraction with 100 ml of ethyl acetate
4. dry with materialthe combined organic solutions were dried over magnesium sulfate
5. filtrationfiltered
6. customthe solvent evaporated
7. customThe resulting thick oil was triturated with about 30 ml of a 3:1 isopropyl ether/ethyl acetate mixture at room temperature
8. filtrationFiltration