反应详情

温度

70 °C

A solution of 5-amino-2-butyl-6-fluoro-1-indanone (0.81 g, 3.84 mmol) in ethanol (18 mL) was treated with sodium methoxide (0.5M solution in MeOH, 1.54 mL, 0.768 mmol) and ethyl vinyl ketone (0.572 mL, 5.76 mmol). The resulting solution was stirred under a nitrogen atmosphere and heated in an oil bath at 70° C. over night. After cooling to room temperature, the mixture was diluted with CH2Cl2 and filtered through a pad of silica gel. The product washed off with EtOAc and the filtrate was evaporated under vacuum. The residue was purified by flash chromatography on a Biotage 40M KP-Sil column, eluting with 4:1 to 3:1 hexanes-EtOAc. The product containing fractions were evaporated under vacuum to provide to afford 5-amino-2-butyl-6-fluoro-2-(3-oxopentyl)-1-indanone(0.51 g, 45%) as a yellow foam.

1. temperatureAfter cooling to room temperature
2. filtrationfiltered through a pad of silica gel
3. washThe product washed off with EtOAc
4. customthe filtrate was evaporated under vacuum
5. customThe residue was purified by flash chromatography on a Biotage 40M KP-Sil column
6. washeluting with 4:1 to 3:1 hexanes-EtOAc
7. additionThe product containing fractions
8. customwere evaporated under vacuum
9. customto provide