反应详情

A solution of ethyl 4-acetoxyacetoacetate (23.0 g, 0.122 mole, Tet., 28, 967 (1972)) and 3-nitrobenzaldehyde (18.47 g, 0.122 mole) in 125 ml of benzene was treated with HOAc (0.6 ml) and piperidine (0.6 ml) and heated at reflux temperature. Collection of water ceased after 0.5 hour; therefore, additional HOAc (1 ml) and piperidine (1 ml) were added and refluxing continued. A total of 2.0 ml water was collected. The cooled mixture was washed with water (2x) and saturated brine, dried over anhydrous magnesium sulfate, treated with Darco to remove color and concentrated in vacuo to give an oil that solidified on standing. Trituration with IPE/Et2O/Hexane and stirring overnight to pulverize the solids afforded 24.2 g of the title

1. temperatureheated
2. temperatureat reflux temperature
3. customCollection of water
4. additiontherefore, additional HOAc (1 ml) and piperidine (1 ml) were added
5. temperaturerefluxing
6. customA total of 2.0 ml water was collected
7. washThe cooled mixture was washed with water (2x) and saturated brine
8. dry with materialdried over anhydrous magnesium sulfate
9. additiontreated with Darco
10. customto remove color
11. concentrationconcentrated in vacuo
12. customto give an oil that
13. customafforded 24.2 g of the title