反应详情

Under a nitrogen stream, a solution of 0.50 g of 2,5-di-t-butyl-4-trimethylacetoxyphenol in 3 ml of dimethylformamide was added dropwise into a suspension of 0.08 g of oily sodium hydride in 3 ml of dimethylformamide. After stirring for 30 minutes, 0.19 ml of methallyl chloride was added dropwise and the mixture was stirred for 3 hours and allowed to attain room temperature. After the reaction was quenched with a saturated aqueous ammonium chloride solution, the mixture was extracted with water and n-hexane. The organic layers were washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated. The concentrate was purified by silica gel column chromatography (in n-hexane containing 1% ethyl acetate) to give 0.48 g of 2,5-di-t-butyl-4-trimethylacetoxy-1-(2-methyl-2-propenyloxy)benzene as a colorless oil (yield 82%).

1. stirringthe mixture was stirred for 3 hours
2. customto attain room temperature
3. customAfter the reaction was quenched with a saturated aqueous ammonium chloride solution
4. extractionthe mixture was extracted with water and n-hexane
5. washThe organic layers were washed with saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated
8. customThe concentrate was purified by silica gel column chromatography (in n-hexane containing 1% ethyl acetate)