反应详情

温度

220 °C

A mixture of commercially available 3-bromoacetophenone (30 g, 0.1508 mol), formic acid (47 ml) and formamide (70 ml) was heated to 220° C. for 5 h. The brown liquid obtained was cooled to RT, quenched with water and extracted with ethyl acetate. The organic layer was washed with water, brine and concentrated to provide a brown liquid. Ethanol (375 ml) and conc.HCl (75 ml) were added to the brown liquid and the reaction mixture refluxed over night. Ethanol was removed completely under reduced pressure and the aqueous layer was washed with ether and ethyl acetate to remove all non-basic impurities. The aqueous layer was basified with 10% sodium hydroxide solution and extracted with ethyl acetate. The ethyl acetate layer was washed with brine, and concentrated to provide 26 g (86.65%) of A1.13a This compound was taken to the next step with out further purification. 1H NMR (CDCl3, 300 MHz) δ 1.38 (d, 3H), 4.1 (q, 1H), 7.2 (m, 1H), 7.27 (m, 1H), 7.37 (m, 1H), 7.51 (s, 1H). LS-MS (M−H)+=200.

1. customThe brown liquid obtained
2. temperaturewas cooled to RT
3. customquenched with water
4. extractionextracted with ethyl acetate
5. washThe organic layer was washed with water, brine
6. concentrationconcentrated
7. customto provide a brown liquid
8. temperaturethe reaction mixture refluxed over night
9. customEthanol was removed completely under reduced pressure
10. washthe aqueous layer was washed with ether and ethyl acetate
11. customto remove all non-basic impurities
12. extractionextracted with ethyl acetate
13. washThe ethyl acetate layer was washed with brine
14. concentrationconcentrated
15. customto provide 26 g (86.65%) of A1.13a This compound
16. customwas taken to the next step with out further purification