反应详情

With ice cooling, to a solution of methyl 3,5-dihydroxybenzoate (14.0 g, 83.3 mmol) and N,N-diisopropylethylamine (11.0 g, 85.0 mmol) in dichloromethane (100 mL) was added dropwise chloromethylmethyl ether (6.84 g, 85.0 mmol), and the mixture was stirred at room temperature for 5 hours. The reaction mixture was diluted with dichloromethane (300 mL), and the organic layer was washed successively with a 3% aqueous hydrochloric acid solution, a saturated aqueous sodium bicarbonate solution and saturated brine, and then concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane/ethyl acetate=4:6) to give the title compound (7.74 g, yield 44%) as an oily matter.

1. washthe organic layer was washed successively with a 3% aqueous hydrochloric acid solution
2. concentrationa saturated aqueous sodium bicarbonate solution and saturated brine, and then concentrated under reduced pressure
3. customThe residue was purified with silica gel column chromatography (hexane/ethyl acetate=4:6)