反应详情

温度

80 °C

A mixture of 2-bromo-1-phenylethanone (100 mg), N-benzylthiourea (83 mg) and N,N-dimethylformamide (2 mL) was stirred at 80° C. for 1 hr. The reaction mixture was cooled to 0° C., sodium hydride (60% in oil, 80 mg) was added, and the mixture was stirred at room temperature for 30 min. Methyl 3-(4-{[4-(chloromethyl)benzyl]oxy}phenyl)propanoate (300 mg) was added to the reaction mixture at room temperature, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate layer was dried using a Presep Dehydration tube (manufactured by Wako Pure Chemical Industries, Ltd.) and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:19-1:0 in volume ratio) to give the title compound (110 mg, yield 41%) as colorless crystals.

1. temperatureThe reaction mixture was cooled to 0° C.
2. stirringthe mixture was stirred at room temperature for 30 min
3. stirringthe mixture was stirred at room temperature for 1 hr
4. extractionextracted with ethyl acetate
5. dry with materialThe ethyl acetate layer was dried
6. concentrationconcentrated
7. customThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:19-1:0 in volume ratio)