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. The resulting brown liquid was dissolved in ethanol (375 mL) and conc. HCl (75 mL) and the mixture was refluxed over night. Ethanol was removed completely and the aqueous layer was washed with ether and ethyl acetate to remove all non-basic impurities. The aqueous layer was basified with a 10% aqueous 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 A56.1. 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. dissolutionThe resulting brown liquid was dissolved in ethanol (375 mL)
8. temperatureconc. HCl (75 mL) and the mixture was refluxed over night
9. customEthanol was removed completely
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 A56.1
16. customThis compound was taken to the next step with out further purification