반응 #50442
ord-2f00ffffabf4475ca736d5316f5ba45b
반응 방정식
반응물
시약
반응 조건
후처리
- 1온도the reaction solution is heated
- 2온도at reflux temperature for a further hour
- 3온도When it has cooled
- 4기타freed of tetrahydrofuran in a rotary evaporator
- 5추출The aqueous phase is then extracted with tert-butyl methyl ether
- 6세척the organic phase in washed
- 7농축concentrated by evaporation under reduced pressure
실험 절차
3.6 g of 7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-3-hydroxyphthalide (see Example 84) are placed in 60 ml of absolute tetrahydrofuran at -45° C., and the solution is treated within 10 minutes with 18 ml of a 2M solution of vinylmagnesium chloride solution in tetrahydrofuran. The reaction solution is then stirred for approximately 16 hours at room temperature, a further 6 ml of vinylmagnesium chloride solution are added and the reaction solution is heated at reflux temperature for a further hour. When it has cooled, the reaction solution is acidified with 1N hydrochloric acid and freed of tetrahydrofuran in a rotary evaporator. The aqueous phase is then extracted with tert-butyl methyl ether, and the organic phase in washed and concentrated by evaporation under reduced pressure. Silica gel chromatography using ethyl acetate/n-hexane (2:3) as eluant yields pure 7-[4,6-dimethoxy-pyrimidin-2-yl)oxy]-3-vinyl-phthalide, m.p. 94°-97° C.