反应详情

温度

55 °C

To a solution of (E)-4-methoxy-3-buten-2-one (purity 90%, 5.66 ml, 49.9 mmol) and thiophenol (5.13 ml, 49.9 mmol) in benzene (60 ml) was added p-toluene 25 sulfonic acid-monohydrate (30 mg, 0.16 mmol), followed by heating while stirring on an oil bath at 55° C. for 30 minutes. After ice cooling, an aqueous saturated sodium hydrogen carbonate solution was added thereto, followed by extracting with cyclohexane 3 times. The organic layer was washed with an aqueous saturated sodium hydrogen carbonate solution twice and with saturated brine, followed by drying with anhydrous magnesium sulfate. After concentrating under a reduced pressure, the residue was treated with the column chromatography (190 g, n-hexane:ethyl acetate=10:1). After evaporated under a reduced pressure, the titled compound was recrystallized from n-hexane-n-nonane to obtain as a colorless crystalline.

1. temperatureby heating
2. extractionby extracting with cyclohexane 3 times
3. washThe organic layer was washed with an aqueous saturated sodium hydrogen carbonate solution twice
4. dry with materialby drying with anhydrous magnesium sulfate
5. concentrationAfter concentrating under a reduced pressure
6. additionthe residue was treated with the column chromatography (190 g, n-hexane:ethyl acetate=10:1)
7. customAfter evaporated under a reduced pressure
8. customthe titled compound was recrystallized from n-hexane-n-nonane
9. customto obtain as a colorless crystalline