反应详情

To a solution of ethyl 3-oxo-3-{[3-(trifluoromethyl)phenyl]amino}propanoate (19.2 g, 70 mmol) and sodium methoxide (7.6 g, 140 mmol) in EtOH (250 ml) was added 4-methoxybut-3-en-2-one (90%) (7.72 g, 77 mmol). After the addition, the reaction mixture was refluxed for 2 h and then cooled. Water (50 ml) and 2M NaOH were added and the mixture was stirred at room temperature overnight. The organic solvents were removed and the reaction mixture was extracted (washed) with EtOAc. The water phases were acidified with hydrochloric acid to pH 3-4, an orange coloured precipitate appeared and was filtered off, washed with water and dried. Recrystallisation twice from heptane/EtOAc (4:1) afforded the title compound (12 g, 58%) as a white powder.

1. additionAfter the addition
2. temperaturethe reaction mixture was refluxed for 2 h
3. temperaturecooled
4. customThe organic solvents were removed
5. extractionthe reaction mixture was extracted
6. wash(washed) with EtOAc
7. filtrationwas filtered off
8. washwashed with water
9. customdried
10. customRecrystallisation twice from heptane/EtOAc (4:1)