반응 #64288

반응 방정식

sodium hydride

ethyl diethylphosphonoacetate

N-ethoxycarbonyl-4-piperidone

→

ethyl N-ethoxycarbonyl-4-piperidylideneacetate

수율 106.6%

용매

1,2-dimethoxyethane

반응 조건

후처리

1. 1
   기타To the solution thus obtained
2. 2
   workup.STIRRINGthe mixture was stirred for an additional two hours
3. 3
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
4. 4
   workup.ADDITIONIce water (100 ml) and ethyl acetate (100 ml) were added to the residue
5. 5
   workup.STIRRINGthe mixture was shaken
6. 6
   기타the layers were separated
7. 7
   추출The aqueous layer was extracted twice with 100 ml ethyl acetate
8. 8
   세척washed with water
9. 9
   건조dried over anhydrous magnesium sulfate
10. 10
    workup.DISTILLATIONDistilling off the solvent from the dried solution

실험 절차

To a suspension of 4 g oily sodium hydride (60%) in 200 ml of anhydrous 1,2-dimethoxyethane, was added dropwise 23.6 g ethyl diethylphosphonoacetate at about 20° C., and the mixture was stirred at that temperature for about one hour. To the solution thus obtained, was added dropwise 17.1 g N-ethoxycarbonyl-4-piperidone at temperatures below 30° C., the mixture was stirred for an additional two hours, and the solvent was distilled off under reduced pressure. Ice water (100 ml) and ethyl acetate (100 ml) were added to the residue, the mixture was shaken, and the layers were separated. The aqueous layer was extracted twice with 100 ml ethyl acetate, and all the organic solutions were combined, washed with water and dried over anhydrous magnesium sulfate. Distilling off the solvent from the dried solution gave 25.7 g of ethyl N-ethoxycarbonyl-4-piperidylideneacetate as colorless solid.

출처