Triethyl phosphonoacetate → ethyl N-ethoxycarbonyl-4-piperidylideneacetate

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.

1. customTo the solution thus obtained
2. stirringthe mixture was stirred for an additional two hours
3. distillationthe solvent was distilled off under reduced pressure
4. additionIce water (100 ml) and ethyl acetate (100 ml) were added to the residue
5. stirringthe mixture was shaken
6. customthe layers were separated
7. extractionThe aqueous layer was extracted twice with 100 ml ethyl acetate
8. washwashed with water
9. dry with materialdried over anhydrous magnesium sulfate
10. distillationDistilling off the solvent from the dried solution

ORD 기록

ord-840f39dd618d46df843f7846f97f3832

출처 데이터셋

uspto-grants-1995_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US05412096