反应详情

To a solution of ethyl 4-benzylaminobenzoate (6.0 g) in methylene chloride (60 mL) is added dropwise chlorobutyryl chloride (3.95 mL) and N,N-diisopropylethylamine (6.14 mL) under ice-cooling, and the mixture is stirred for 12 hours. The reaction mixture is diluted with chloroform and thereto is added 10% HCl. The organic layer is separated, washed successively with water, a saturated sodium hydrogencarbonate solution, water, and saturated brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue is purified by flash column chromatography on silica gel (Solvent; n-hexane:ethyl acetate=4:1) to give ethyl 4-[N-benzyl-N-(4-chlorobutyryl)amino]benzoate (8.27 g, yield; quantitative) as an oil. MS (APCI) m/z; 360/362 [M+H]+

1. temperaturecooling
2. customThe organic layer is separated
3. washwashed successively with water
4. dry with materiala saturated sodium hydrogencarbonate solution, water, and saturated brine, dried over anhydrous sodium sulfate
5. concentrationconcentrated in vacuo
6. customThe residue is purified by flash column chromatography on silica gel (Solvent; n-hexane:ethyl acetate=4:1)