反应详情

To a solution of 15 g. (0.071 mole) of 2-(3,4-dimethoxyphenyl)-1-nitroethane in 200 ml. of dry tetrahydrofuran was added 33.45 g. (0.08 mole) of 40% Triton B at room temperature. The solution was stirred at room temperature for 14 minutes under N2. 22.6 g. (0.071 mole) of 1-iodo-5-(4-methoxyphenyl)-3-pentanone was then added in portions. The mixture was heated at 50°-55° for 2 hours under N2 until no more starting material was detected on TLC, and then cooled to room temperature. The resulting reaction solution was poured into cold dil. HCl and extracted with ethyl acetate. The organic layer was dried over anhydrous MgSO4. The crude material was chromatographed on Florisil to provide 22 g. of desired nitro ketone derivative. Recrystallization from 80% ethanol gave a white solid which has m.p. 87°-89° C.

1. customat room temperature
2. temperatureThe mixture was heated at 50°-55° for 2 hours under N2 until
3. temperaturecooled to room temperature
4. customThe resulting reaction solution
5. extractionextracted with ethyl acetate
6. dry with materialThe organic layer was dried over anhydrous MgSO4
7. customThe crude material was chromatographed on Florisil
8. customto provide 22 g
9. customRecrystallization from 80% ethanol
10. customgave a white solid which