反应详情

A mixture of 35.0 gm (0.138 mol) of 2-benzoylbenzo[b]-thiophen-3-ol, 24.0 gm (0.311 mol) of ammonium acetate and 25 cc of dimethylsulfoxide was stirrd for one hour at a reaction temperature of 125° C. The cooled reaction mixture was stirred into a mixture of 150 cc of petroleum ether and 300 cc of ice water. The resulting suspension was filtered with suction, and the filter residue was thoroughly washed with water. For purification purposes, the dried crude product was taken up in 40 cc of ethyl acetate, and just enough petroleum ether was added to ensure that no further precipitate formed (about 20 cc). 5 gm of activated carbon were added, followed by boiling and filtering while hot. The pure product was obtained from the crude filtrate by adding 60 cc of petroleum ether and cooling to +10° C. Further product of the same quality was obtained by concentrating the mother liquor to approximately 30 cc total volume. The combined crystalline product was washed with petroleum ether and dried in vacuo, yielding 25.2 gm (72% of theory) of the desired product, m.p. 121.6°-122.5° C., which was found to be identical with that of Example 1 based on its thin-layer chromatogram, mixed melting point and IR spectrum.

1. customThe cooled reaction mixture
2. filtrationThe resulting suspension was filtered with suction
3. washthe filter residue was thoroughly washed with water
4. customFor purification purposes
5. customthe dried crude product
6. additionjust enough petroleum ether was added
7. customformed (about 20 cc)
8. addition5 gm of activated carbon were added
9. filtrationfiltering while hot
10. customThe pure product was obtained from the crude filtrate
11. temperaturecooling to +10° C
12. customFurther product of the same quality was obtained
13. concentrationby concentrating the mother liquor to approximately 30 cc total volume
14. washThe combined crystalline product was washed with petroleum ether
15. customdried in vacuo