反应详情

(R)-4-(6-Hydroxy-naphthalen-2-yl)-4-methyl-oxazolidin-2-one (0.0575 g, 0.000236 mol;) was dissolved in tetrahydrofuran (3.00 mL, 0.0370 mol) in a capped 40 mL reaction vial equipped with a magnetic stir bar. trans 4-tert-Butyl-cyclohexanol (0.0443 g, 0.000284 mol) was added, followed by triphenylphosphine (0.0992 g, 0.000378 mol;) and the mixture was heated to reflux. diisopropyl azodicarboxylate (0.0745 mL, 0.000378 mol) was then added and the reaction mixture was heated at reflux overnight. TLC analysis showed that the reaction was complete. The stir bar was removed and the mixture was concentrated via Genevac. The resulting product was purified by flash chromatography (20-30% EtOAc in methylene chloride) to give 0.0446 g of the title compound (49% yield).

1. customvial equipped with a magnetic stir bar
2. temperaturethe mixture was heated to reflux
3. temperaturethe reaction mixture was heated
4. temperatureat reflux overnight
5. customThe stir bar was removed
6. concentrationthe mixture was concentrated via Genevac
7. customThe resulting product was purified by flash chromatography (20-30% EtOAc in methylene chloride)