反应详情

温度

25 °C

To a suspension of ethyl-6-methyl-4-phenyl-3,4-dihydropyrimidine-2(1H)one-5-carboxylate (5.0 mmol) in dry tetrahydrofuran (b 10 mL) under nitrogen at -78° C. was added dropwise 1.5 M methyllithium (11 mmol) in diethyl ether and the reaction mixture allowed to warm to 25° C. After 30 minutes, the reaction mixture was recooled to -78° C. and methyl chloroformate (5.5 mmol) was added. The reaction mixture was allowed to warm to 25° C., then quenched with saturated aqueous ammonium chloride and extracted with methylene chloride. The combined organic extracts were dried over anhydrous sodium sulfate, filtered and the filtrate concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluted with methanol:methylene chloride (5:95) and recrystallized from acetonitrile to give the title product as a solid (mp=179°-180.5° C.).

1. customwas recooled to -78° C.
2. temperatureto warm to 25° C.
3. customquenched with saturated aqueous ammonium chloride
4. extractionextracted with methylene chloride
5. dry with materialThe combined organic extracts were dried over anhydrous sodium sulfate
6. filtrationfiltered
7. concentrationthe filtrate concentrated in vacuo
8. customThe residue was purified by flash chromatography on silica gel
9. washeluted with methanol:methylene chloride (5:95)
10. customrecrystallized from acetonitrile