反应详情

温度

-70 °C

The general procedure of Micetich, Can. J. Chem., 48, 2006 (1970) was employed. 3,5-Dimethylisoxazole (4.86 g, 50 mmol) and 100 mL of tetrahydrofuran were placed in a flask under nitrogen and cooled to -70° C. with an ether/Dry Ice bath. To this was added with cooling and stirring 20 mL (50 mmol) of 2.5M n-butyl lithium in hexane solution at a rate such that the temperature remained below -50° C. and the mixture was allowed to stir at -70° C. for 1 hr. Benzonitrile (5.67 g, 55 mmol) was then added and stirring at -70° C. was continued for an additional 2-hr period. The resulting mixture was allowed to warm to ambient temperature and was then concentrated by evaporation under reduced pressure. The residue was mixed with 100 mL of 1N hydrochloric acid and extracted with dichloromethane. The organic extract was dried over magnesium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain a solid residue which was recrystallized from ether to obtain 4.6 g (46 percent of theory) of the title compound as a yellow solid melting at 73°-74° C.

1. additionTo this was added
2. temperaturewith cooling
3. customremained below -50° C.
4. stirringstirring at -70° C.
5. waitwas continued for an additional 2-hr period
6. temperatureto warm to ambient temperature
7. concentrationwas then concentrated by evaporation under reduced pressure
8. additionThe residue was mixed with 100 mL of 1N hydrochloric acid
9. extractionextracted with dichloromethane
10. extractionThe organic extract
11. dry with materialwas dried over magnesium sulfate
12. filtrationfiltered
13. concentrationconcentrated by evaporation under reduced pressure
14. customto obtain a solid residue which
15. customwas recrystallized from ether