反应详情

温度

100 °C

A mixture of 20 mg of (5,6-dihydro-6-oxo benzo[b]pyrido-[3,2-f]oxepin-8-yl)-acetamide, 0.5 ml of hydrazine hydrate and 1.5 ml of ethanol was refluxed for 1 hour. The solvent and excess hydrazine hydrate were removed by distillation to obtain a residue, to which was added ethanol. Thereafter, the solvent was distilled off to obtain a yellow oil, to which were added 0.1 g of sodium hydroxide and 3 ml of dry diethylene glycol. The mixture was stirred at 100° C. for 20 minutes and then at 120° C. for 2.5 hours. After cooling, to this was added water, and the mixture was washed with ethyl acetate. The aqueous layer was acidified with acetic acid and extracted with ethyl acetate. The extract was washed with water and a saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain a solid, which was chromatographed over 1 g of silica gel and eluted with chloroform, thereby yielding 3.5 mg (yield: 18%) of (5,6-dihydrobenzo[b]pyrido[3,2-f]oxepin-8-yl)-acetic acid as white needle crystals having a melting point of 203°-204° C.

1. temperaturewas refluxed for 1 hour
2. customThe solvent and excess hydrazine hydrate were removed by distillation
3. customto obtain a residue
4. distillationThereafter, the solvent was distilled off
5. customto obtain a yellow oil
6. waitat 120° C. for 2.5 hours
7. temperatureAfter cooling
8. washthe mixture was washed with ethyl acetate
9. extractionextracted with ethyl acetate
10. washThe extract was washed with water
11. dry with materiala saturated sodium chloride solution and dried over anhydrous sodium sulfate
12. distillationThe solvent was distilled off
13. customto obtain a solid, which
14. customwas chromatographed over 1 g of silica gel
15. washeluted with chloroform