反应详情

温度

0 °C

To a suspension of NaH (1.2 eq., 0.537 g of 60% dispersion in mineral oil) in THF (50 mL) under N2 at 0° C. was added the product from Step A (1.0 eq., 2.50 g) in THF (50 mL) via cannula over a period of 5 minutes. The resulting pale yellow mixture was stirred at 0° C. for 10 minutes, then MeI (2.0 eq., 1.39 mL) was added. The opaque yellow mixture was allowed to slowly (ice bath not removed) warm to ambient temperature with stirring for 15 hours. 1M Aq. HCl (50 mL) and EtOAc (250 mL) were added and the phases partitioned. The organic phase was washed with dilute NAHCO3 (1×100 mL), brine (1×100 mL), then dried over MgSO4, filtered, concentrated, and the residue purified by flash chromatography eluting with CH2Cl2/EtOAc (19:1 gradient to 15:1) to provide 1-methyl-4-phenyl-3,4-dihydrocarbostyril.

1. customremoved)
2. temperaturewarm to ambient temperature
3. stirringwith stirring for 15 hours
4. addition1M Aq. HCl (50 mL) and EtOAc (250 mL) were added
5. customthe phases partitioned
6. washThe organic phase was washed with dilute NAHCO3 (1×100 mL), brine (1×100 mL)
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated
10. customthe residue purified by flash chromatography
11. washeluting with CH2Cl2/EtOAc (19:1 gradient to 15:1)