反应详情

A mixture of compound C (2.34 g), 5,7-diethyl-1,2,3,4-tetrahydro-1,6-naphthyridin-2-one (1.02 g), potassium t-butoxide (0.57 g) and 1,4,7,10,13,16-hexaoxacyclooctadecane (132 mg) in dry tetrahydrofuran (50 ml) was heated under reflux for 36 hours. Saturated sodium chloride solution (100 ml) was added and the mixture was extracted with ether (2×100 ml). The combined extracts were dried (MgSO4) and concentrated by evaporation. The residue was purified by flash chromatography, eluting with ethyl acetate/hexane (3:7 v/v), to give methyl 2-[4-((5,7-diethyl-2-oxo-1,2,3,4-tetrahydro-1,6-naphthyridin-1-yl)methyl)phenoxy]phenylacetate (A) (0.41 g) as an oil; NMR (d6 -DMSO): 1.05-1.25(2×t, 6H), 2.45-2.9(m, 8H), 3.6(s, 3H), 5.0(s, 2H), 5.95(s, 1H), 6.5-7.5(m, 10H).

1. temperaturewas heated
2. temperatureunder reflux for 36 hours
3. extractionthe mixture was extracted with ether (2×100 ml)
4. dry with materialThe combined extracts were dried (MgSO4)
5. concentrationconcentrated by evaporation
6. customThe residue was purified by flash chromatography
7. washeluting with ethyl acetate/hexane (3:7 v/v)