反应详情

In 500 ml of ortho-xylene, 100 g of 2-chloronicotinonitrile, 108.82 g of anhydrous potassium carbonate, and 133.83 ml of 4-amino-1-benzylpiperidine were together stirred for 24 hrs under reflux. This reaction mixture was cooled to room temperature, added with 500 ml of ethyl acetate and 1,000 ml of pure water, and adjusted to a pH of about 2-3 with conc. HCl. The aqueous fraction thus formed was obtained, washed again with 300 ml of ethylacetate, and adjusted to a pH of about 9-10 with sodium hydroxide in an ice bath while stirring. After completion of addition of sodium hydroxide, the fraction was stirred for an additional 1 hr, filtered, washed with water, and hot air dried to afford 137.4 g of the title compound (yield: 71.5%). 1H NMR (CDCl3) δ 8.26 (dd, 1H), 7.63 (dd, 1H), 7.36-7.28 (m, 5H), 6.59 (m, 1H), 5.0 (d, 1H), 4.14-3.97 (m, 1H), 3.53 (s, 2H), 2.88 (d, 2H), 2.22 (t, 2H), 2.1-1.98 (m, 2H), 1.68-1.47 (m, 2H) ppm.

1. temperatureunder reflux
2. customThe aqueous fraction thus formed
3. customwas obtained
4. washwashed again with 300 ml of ethylacetate
5. customadjusted to a pH of about 9-10 with sodium hydroxide in an ice bath
6. additionAfter completion of addition of sodium hydroxide
7. stirringthe fraction was stirred for an additional 1 hr
8. filtrationfiltered
9. washwashed with water, and hot air
10. customdried