反应详情

温度

40 °C

Methyl {[2-(2-acetoxyethyl)-6,7-dichloro-2,3-dihydro-1-oxo-1H-inden-5-yl]oxy}acetate (3.2 gm, 0.00853 mole) was dissolved in tetrahydrofuran (30 ml), stirred and heated to 40° C. Then diazabicyclo[4.3.0]non-5-ene (50 microliters) was added followed by methyl vinyl ketone (1.2 gm, 0.0170 mole). The mixture was stirred and heated at 50°-52° C. for 100 minutes, then more diazabicyclo[4.3.0]non-5-ene (2 drops) and methyl vinyl ketone (0.6 ml) were added and stirring and heating continued for another 140 minutes. The mixture was cooled, diluted with ethyl acetate, poured into ice water (250 ml) containing acetic acid (1 ml). The layers were separated and the aqueous layer extracted first with methylene chloride then with ether. The combined organic extracts were washed with water and dried over MgSO4. Evaporation of the solvents in vacuo gave the product (3.6 gm.).

1. stirringThe mixture was stirred
2. temperatureheated at 50°-52° C. for 100 minutes
3. stirringstirring
4. temperatureheating
5. temperatureThe mixture was cooled
6. customThe layers were separated
7. extractionthe aqueous layer extracted first with methylene chloride
8. washThe combined organic extracts were washed with water
9. dry with materialdried over MgSO4
10. customEvaporation of the solvents in vacuo
11. customgave the product (3.6 gm.)