反应详情

温度

60 °C

To an ethanol solution (0.4 M) of cis-1-(1,1-dimethylethyl) 3-ethyl 4-(4-pyridinyl)-1,3-piperidinedicarboxylate (1 eq.) from the previous step was added freshly prepared sodium ethoxide (1.1 eq.). The resulting yellow-orange solution was heated at 60° C. for 12 h. The volatiles were then removed in vacuo and the residue was partitioned between EtOAc and sat. aq. NH4Cl. The aqueous layer was separated and back-extracted with EtOAc. The combined organic extracts were washed further with water and brine, dried over Na2SO4, treated with activated charcoal, filtered and the filtrate concentrated in vacuo. Purification of the crude product thus obtained by way of column chromatography (SiO2, 80:20 (v/v) Hex:EtOAc→EtOAc) afforded the title compound as a pale yellow oil.

1. customThe volatiles were then removed in vacuo
2. customthe residue was partitioned between EtOAc and sat. aq. NH4Cl
3. customThe aqueous layer was separated
4. extractionback-extracted with EtOAc
5. washThe combined organic extracts were washed further with water and brine
6. dry with materialdried over Na2SO4
7. additiontreated with activated charcoal
8. filtrationfiltered
9. concentrationthe filtrate concentrated in vacuo
10. customPurification of the crude product
11. customthus obtained by way of column chromatography (SiO2, 80:20 (v/v) Hex:EtOAc→EtOAc)