反应详情

温度

110 °C

21.6 g of ethyl ethoxymethylenemalonate was added to 22.4 g of 5-methanesulfonyloxy-1,2,3,4-tetrahydroquinoline and the mixture was heated at 110° C. on an oil bath for 30 minutes while stirring, during which time distillation of ethanol was observed. After heating, 240 g of polyphosphoric acid prepared from 120 g of phosphoric acid and 120 g of phosphorus pentoxide was added to the mixture and the mixture was allowed to react on an oil bath at 140° C. for 45 minutes. After completion of the reaction, the mixture was allowed to cool to room temperature and poured into 400 ml of water, followed by rendering the mixture neutral with a 40% aqueous sodium hydroxide solution to precipitate crystals. The crystals thus-obtained were mixed with 150 ml of a 10% aqueous sodium hydroxide solution and the mixture was heat refluxed for 40 minutes during which time the crystals were dissolved to form a uniform solution. The solution was treated with activated carbon while hot and filtered. The filtrate was allowed to cool and adjusted to a pH of 2 to precipitate crystals which were filtered. Recrystallization of the crude crystals thus-obtained from dimethylformamide gave 21.3 g of 8-methanesulfonyloxy-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid as white needles having a melting point of 270° to 275° C.

1. temperatureAfter heating
2. additionwas added to the mixture
3. customto react on an oil bath at 140° C. for 45 minutes
4. customAfter completion of the reaction
5. temperatureto cool to room temperature
6. customto precipitate crystals
7. customThe crystals thus-obtained
8. temperaturethe mixture was heat
9. temperaturerefluxed for 40 minutes during which time the crystals
10. dissolutionwere dissolved
11. customto form a uniform solution
12. additionThe solution was treated with activated carbon while hot and
13. filtrationfiltered
14. temperatureto cool
15. customto precipitate crystals which
16. filtrationwere filtered
17. customRecrystallization of the crude crystals
18. customthus-obtained from dimethylformamide