反应详情

温度

90 °C

A three neck flask of 500 mL equipped with a reflux condenser, a thermometer, a stirring device, a dropping funnel and an oil bath was charged with 100.0 g of allyl 3-cyclohexene-1-carboxylate, 2.34 g of methyl hydrogensulfate trioctylammonium, 3.96 g of sodium tungstate dihydrate and 0.45 g of aminomethylphosphonic acid. The flask was heated on the oil bath maintained at 90° C., and 80 ml of 30% aqueous hydrogen peroxide was dropwise added thereto through the dropping funnel in 180 minutes to ripen the solution as it was for 4 hours. The flask was cooled on an ice bath, and surplus hydrogen peroxide was removed by 300 ml of a saturated sodium thiosulfate aqueous solution. Then, the solution was extracted twice with 200 ml of ethyl acetate. The ethyl acetate solution thus obtained was dried on anhydrous sodium sulfate for a night, and ethyl acetate which was the solvent was removed by means of a rotary evaporator. Then, the residue was refined by a silica gel chromatography filled with 25% hydrous silica gel to obtain 79.6 g of allyl 3,4-epoxycyclohexane-1-carboxylate.

1. customA three neck flask of 500 mL equipped with a reflux condenser
2. temperatureThe flask was heated on the oil bath
3. waitthe solution as it was for 4 hours
4. temperatureThe flask was cooled on an ice bath
5. customsurplus hydrogen peroxide was removed by 300 ml of a saturated sodium thiosulfate aqueous solution
6. extractionThen, the solution was extracted twice with 200 ml of ethyl acetate
7. customThe ethyl acetate solution thus obtained
8. dry with materialwas dried on anhydrous sodium sulfate for a night
9. customwas removed by means of a rotary evaporator
10. additionfilled with 25% hydrous silica gel