反应详情

温度

50 °C

Into a dry 100 ml three necked RB flask equipped with a stirrer, gas inlet and outlet arrangement methyl-2,5-di[1-(3,4-chlorophenyl)methylidene amino]pentanoate (2.0 g) and sodium hydride (0.21 g) in dry THF (20 ml) were added. The resulting suspension was stirred at 50° C. under a nitrogen atmosphere for 2 hrs. The reaction mixture was then cooled to 5° C. and the nitrogen inlet was replaced with chlorodifluoromethane gas tube. The gas was passed for about 45 mts. The reaction was stirred at RT and allowed to stand overnight. The reaction mixture was worked up by quenching with water and the pH was adjusted to 2 with aqueous HCl. The reaction mixture was extracted with MDC twice. The water layer was concentrated and taken up in methanol and chilled. The crystallized inorganic material was removed. The filtrate was concentrated and the residue taken up in 6N HCl and hydrolyzed. The resulting aqueous layer was evaporated. The crude product was dissolved in ethanol, chilled again to remove any inorganic material and further purified by water-acetone to give a product with a melting point (mp) 223-225° C. with spectral data such as NMR matching with material obtained in Example 8.

1. additionwere added
2. temperatureThe reaction mixture was then cooled to 5° C.
3. customthe nitrogen inlet was replaced with chlorodifluoromethane gas tube
4. stirringThe reaction was stirred at RT
5. waitto stand overnight
6. customby quenching with water
7. extractionThe reaction mixture was extracted with MDC twice
8. concentrationThe water layer was concentrated
9. temperaturechilled
10. customThe crystallized inorganic material was removed
11. concentrationThe filtrate was concentrated
12. customThe resulting aqueous layer was evaporated
13. dissolutionThe crude product was dissolved in ethanol
14. temperaturechilled again
15. customto remove any inorganic material
16. customfurther purified by water-acetone
17. customto give a product with a melting point (mp) 223-225° C. with spectral data such as NMR