反应详情

To a solution of 2,2-dimethyl-1,3-propane diamine (69 g, 0.75 mole) in dry methanol (100 mL), 3-chloro-3-methyl-2-nitrosobutane (20.55 g, 0.15 mole, Example 1) was added in portions at 0° C. over a period of 2 hours. The reaction mixture was then stirred at room temperature for 20 hours. The solvent was removed under reduced pressure to give a paste. Water (50 mL) was added, and the solution was cooled in an ice bath. The solution was filtered and the filtrate was adjusted to pH 10-11 by the addition of sodium hydroxide. The solution was cooled again and filtered. The filtrate was concentrated under reduced pressure to a paste and then extracted with ether repeatedly (10×50 mL). The combined ether solution was concentrated to give an oil which was recrystallized twice from petroleum ether to yield the title A compound as a colorless crystalline solid (20.0 g), m.p. 58-60° C. 1H NMR [CDCl3]: δ 0.85 (s, 6H, C—Me2), 1.28 (s, 6H, N—CMe2), 1.9 (s, 3H, N=CMe) 2.2 (s, 2H, NCH2) and 2.6 (s, 2H, N—CH2).

1. customThe solvent was removed under reduced pressure
2. customto give a paste
3. temperaturethe solution was cooled in an ice bath
4. filtrationThe solution was filtered
5. additionthe filtrate was adjusted to pH 10-11 by the addition of sodium hydroxide
6. temperatureThe solution was cooled again
7. filtrationfiltered
8. concentrationThe filtrate was concentrated under reduced pressure to a paste
9. extractionextracted with ether repeatedly (10×50 mL)
10. concentrationThe combined ether solution was concentrated
11. customto give an oil which
12. customwas recrystallized twice from petroleum ether