反应详情

600 Milliliters of anhydrous methanol was added to 29.8 g of 6-cyano-1-dimethylcarbamoylmethoxycarbonyl-2-naphthol, and dry hydrogen chloride gas was passed through the solution under cooling with ice and stirring to saturate the solution with hydrogen chloride gas, followed by further stirring for 24 hours under cooling with water. The reaction mixture was added dropwise to 3.0 liters of anhydrous methanol, followed by stirring for 1 hour under cooling with ice and the precipitate was collected by filtration. This was added to a solution prepared by passing dry ammonia gas through 240 ml of anhydrous methanol under cooling with ice and stirring to saturate the methanol with the gas, followed by stirring for 96 hours under cooling with water. The precipitate was collected by filtration and washed with 150 ml of methanol, 100 ml of water and 100 ml of acetone. To this collected precipitate was added 100 ml of a methanol solution saturated with dry hydrogen chloride gas, followed by stirring for 2 hours under cooling with ice. The precipitate was collected by filtration and washed with a small amount of diisopropyl ether to obtain a crude product. This was dissolved in 1.2 liter of 50% hydrous methanol and 10 g of active carbon was added thereto, followed by stirring for 1 hour at room temperature. Insoluble matter was filtered off and the filtrate was concentrated to 200 ml under reduced pressure. Then, the precipitate was collected by filtration and washed with small amounts of cold methanol and acetone to obtain 18.7 g of the desired product.

1. temperatureunder cooling with ice
2. concentrationto saturate the solution with hydrogen chloride gas
3. stirringby further stirring for 24 hours
4. temperatureunder cooling with water
5. additionThe reaction mixture was added dropwise to 3.0 liters of anhydrous methanol
6. stirringby stirring for 1 hour
7. temperatureunder cooling with ice
8. filtrationthe precipitate was collected by filtration
9. additionThis was added to a solution
10. customprepared
11. temperatureunder cooling with ice
12. stirringstirring
13. concentrationto saturate the methanol with the gas
14. stirringby stirring for 96 hours
15. temperatureunder cooling with water
16. filtrationThe precipitate was collected by filtration
17. washwashed with 150 ml of methanol, 100 ml of water and 100 ml of acetone
18. additionTo this collected precipitate was added 100 ml of a methanol solution saturated with dry hydrogen chloride gas
19. stirringby stirring for 2 hours
20. temperatureunder cooling with ice
21. filtrationThe precipitate was collected by filtration
22. washwashed with a small amount of diisopropyl ether
23. customto obtain a crude product
24. addition10 g of active carbon was added
25. stirringby stirring for 1 hour at room temperature
26. filtrationInsoluble matter was filtered off
27. concentrationthe filtrate was concentrated to 200 ml under reduced pressure
28. filtrationThen, the precipitate was collected by filtration
29. washwashed with small amounts of cold methanol and acetone