反应详情

温度

100 °C

Tributyl(2-furyl)stannane (0.47 mL, 1.7 mmol) was added to a mixture of 7-(acetylamino)-4-bromo-9a-butyl-8-chloro-6-fluoro-1,2,9,9a-tetrahydro-3H-fluoren-3-one (0.367 g, 0.86 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.121 g, 0.17 mmol) in anhydrous toluene (8.6 mL). The mixture was purged with N2, then stirred and heated in an oil bath at 100° C. for 2 hours. After cooling to room temperature, the mixture was added to a pad of silica gel and the product eluted with EtOAc (20 mL). The solvent was evaporated and the residue (0.93 g) was purified by Biotage flash chromatography on a 40S silica gel column (4×7 cm) using 2:1 hexane-EtOAc as eluting solvent. The product containing fractions were concentrated under vacuum to provide crude 7-(acetylamino)-9a-butyl-8-chloro-6-fluoro4-(2-furyl)-1,2,9,9a-tetrahydro-3H-fluoren-3-one (0.362 g) as an orange foam.

1. customThe mixture was purged with N2
2. temperatureAfter cooling to room temperature
3. additionthe mixture was added to a pad of silica gel
4. washthe product eluted with EtOAc (20 mL)
5. customThe solvent was evaporated
6. customthe residue (0.93 g) was purified by Biotage flash chromatography on a 40S silica gel column (4×7 cm)
7. washas eluting solvent
8. additionThe product containing fractions
9. concentrationwere concentrated under vacuum