反应详情

K2CO3 (16.1 g, 117 mmol) was added to a solution of N-(1,4-Dioxaspiro[4.5]dec-8-yl)-3-(4-fluorophenyl)-3-oxo-thiopropionamide (18.8 g, 55.7 mmol) in acetone (200 ml) at RT/N2 followed by the ethyl iodide (6.68 ml, 83.6 mmol). The reaction mixture was stirred at RT/N2 for 2 h and then concentrated in vacuo giving a brown paste which was taken up in EtOAc (300 ml) and washed with H2O (250 ml). The organic phase was separated and the aqueous phase was extracted with EtOAc (2×150 ml). The combined organic phases were dried (Na2SO4), filtered and concentrated in vacuo a brown oil. Purification by flash column chromatography (silica, 15% EtOAc/Heptane) gave a yellow oil. Yield=9.94 g, 49%. LCMS purity 94%, m/z 366 [M+H]+.

1. concentrationconcentrated in vacuo
2. customgiving a brown paste which
3. washwashed with H2O (250 ml)
4. customThe organic phase was separated
5. extractionthe aqueous phase was extracted with EtOAc (2×150 ml)
6. dry with materialThe combined organic phases were dried (Na2SO4)
7. filtrationfiltered
8. concentrationconcentrated in vacuo a brown oil
9. customPurification by flash column chromatography (silica, 15% EtOAc/Heptane)
10. customgave a yellow oil