반응 #477772

반응 방정식

lithium hydroxide

ethyl (Z)-2-ethoxy-3-{4-[6-(3-heptyl-1-methylureido)pyrid-2-yl]phenyl}acrylate

acetic acid

water

→

(Z)-2-ethoxy-3-{4-[6-(3-heptyl-1-methylureido)pyrid-2-yl]phenyl}acrylic acid

수율 37.0%

용매

tetrahydrofuran

ethyl acetate

반응 조건

후처리

1. 1
   온도After cooling
2. 2
   세척washed with saturated sodium chloride solution
3. 3
   건조dried over magnesium sulfate
4. 4
   여과After filtration
5. 5
   기타the solvents are evaporated off
6. 6
   기타The crude product obtained
7. 7
   기타is purified by chromatography on a column of silica
8. 8
   세척eluted with a 60/40 heptane/ethyl acetate mixture

실험 절차

0.93 mL (0.93 mmol) of aqueous 1 M lithium hydroxide solution is added to a solution of 0.29 g (0.62 mmol) of ethyl (Z)-2-ethoxy-3-{4-[6-(3-heptyl-1-methylureido)pyrid-2-yl]phenyl}acrylate in 8 mL of tetrahydrofuran. The reaction mixture is stirred at 68° C. for 18 hours. After cooling, the reaction is worked up by addition of 0.93 mL (0.93 mmol) of aqueous 1 M acetic acid solution and 10 mL of water and extraction with ethyl acetate. The organic phases are combined, washed with saturated sodium chloride solution and then dried over magnesium sulfate. After filtration, the solvents are evaporated off. The crude product obtained is purified by chromatography on a column of silica eluted with a 60/40 heptane/ethyl acetate mixture to give 0.10 g (37%) of (Z)-2-ethoxy-3-{4-[6-(3-heptyl-1-methylureido)pyrid-2-yl]phenyl}acrylic acid in the form of a white solid.

출처