反应详情

A mixture of 2-acetoxy-4-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]butyronitrile (2.0 g), 6 N HCl (24 ml) and dioxane (12 ml) was stirred for 4 hours under reflux. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4), followed by distilling off the solvent. To the resulting oily product was added ethanolic hydrochloric acid (10%, 24 ml), followed by stirring for 1.5 hours under reflux. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), followed by distilling off the solvent. The resulting oily product was subjected to column chromatography on silica gel. From the fraction eluted with ethyl acetate-hexane (1:2, v/v), was obtained ethyl 2-hydroxy-4-(4-hydroxy-3-methoxyphenyl)butanoate (0.73 g, 60%),

1. temperatureunder reflux
2. extractionwas subjected to extraction with ethyl acetate
3. washThe ethyl acetate layer was washed with water
4. dry with materialdried (MgSO4)
5. distillationby distilling off the solvent
6. additionTo the resulting oily product was added ethanolic hydrochloric acid (10%, 24 ml)
7. stirringby stirring for 1.5 hours
8. temperatureunder reflux
9. additionThe reaction mixture was poured into water, which
10. extractionwas subjected to extraction with ethyl acetate
11. washThe ethyl acetate layer was washed with water
12. dry with materialdried (MgSO4)
13. distillationby distilling off the solvent
14. washFrom the fraction eluted with ethyl acetate-hexane (1:2