反应详情

A mixture of 0.7 g of ethyl 1-(2-hydroxy-2-methyl-1-oxopropyl)-4-oxo-3-piperidinecarboxylate and 0.4 g of valeramidine hydrochloride in 8 ml of anhydrous ethyl alcohol is treated with 2.8 ml of a 1M solution of sodium methoxide in methanol. The resulting mixture is stirred and heated at reflux for one hour. The reaction mixture is allowed to cool over 30 minutes then filtered. The filtrate is evaporated to a syrup which is stirred with 50 ml of ether overnight. The ether is decanted to afford a oily solid which is dissolved in acetone and applied to thick layer silica gel plates. The plates are eluted with ethyl acetate and the major zone washed stirred with water and the water decanted. The residue is dried and chromatographed on thick layer silica gel chromatography plates using ethyl acetate as the elution solvent. The major band at Rf=0.2 is isolated by washing with acetone to afford 0.65 g of the desired product as a colorless solid, m.p. 159°-161° C.

1. temperatureheated
2. temperatureat reflux for one hour
3. temperatureto cool over 30 minutes
4. filtrationthen filtered
5. customThe filtrate is evaporated to a syrup which
6. stirringis stirred with 50 ml of ether overnight
7. customThe ether is decanted
8. customto afford a oily solid which
9. washThe plates are eluted with ethyl acetate
10. washthe major zone washed
11. stirringstirred with water
12. customthe water decanted
13. customThe residue is dried
14. customchromatographed on thick layer silica gel chromatography plates
15. customThe major band at Rf=0.2 is isolated
16. washby washing with acetone