반응 #50444

반응 방정식

sodium iodide

potassium carbonate

7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-3-hydroxy-phthalide

chloroacetonitrile

18-crown-6

→

3-cyanomethoxy-7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-phthalide

용매

ethyl methyl ketone

tert-butyl methyl ether

반응 조건

후처리

1. 1
   온도When the reaction material has cooled
2. 2
   세척the solution is washed with dilute hydrochloric acid and water
3. 3
   농축concentrated by evaporation
4. 4
   기타purified by chromatography on silica gel (eluant: ethyl acetate/n-hexane 1:1)

실험 절차

A mixture of 1.5 g of 7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-3-hydroxy-phthalide (see Example 84) and 0.8 ml of chloroacetonitrile is maintained at 60° C. for 1 hour in ethyl methyl ketone in the presence of 2.1 g of dry potassium carbonate and a spatula tip each of sodium iodide and 18-crown-6. When the reaction material has cooled, it is taken up in tert-butyl methyl ether and the solution is washed with dilute hydrochloric acid and water, concentrated by evaporation and purified by chromatography on silica gel (eluant: ethyl acetate/n-hexane 1:1) to yield 3-cyanomethoxy-7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-phthalide, m.p. 99°-102° C.

출처