反应详情

4-Allyloxy-3-nitrobenzaldehyde (5 g, 24.1 mM) was dissolved in pyridine (100 ml) and malonic acid (5.02 g, 48.3 mM) and piperidine (0.48 ml, 4.8 mM) added. The mixture was heated to reflux with stirring for 2 hours, cooled, and poured onto a mixture of concentrated hydrochloric acid and ice. Organics were extracted into ethyl acetate, the organic layer washed with 2M hydrochloric acid, and product back-extracted into aqueous NaHCO3. The aqueous solution was then re-acidified (concentrated hydrochloric acid), and organics extracted into ethyl acetate, washed with brine, and dried (MgSO4), to give title compound (4.23 g).

1. temperatureThe mixture was heated
2. temperatureto reflux
3. temperaturecooled
4. extractionOrganics were extracted into ethyl acetate
5. washthe organic layer washed with 2M hydrochloric acid, and product
6. extractionback-extracted into aqueous NaHCO3
7. extractionre-acidified (concentrated hydrochloric acid), and organics extracted into ethyl acetate
8. washwashed with brine
9. dry with materialdried (MgSO4)