反应详情

A solution of 4-(3-pyridyl)cyclohexanone ethylene ketal prepared above (27 g, 120.0 mmol) in THF (200 mL) and 2 N HCl (100 mL) was stirred at 23° C. for 23 h. The reaction was quenched by adding saturated aqueous NaHCO3 and diluted with EtOAc (200 mL). The aqueous layer was extracted with CH2Cl2 (100 mL×4) and the combined organic layers were washed with brine (200 mL), dried with MgSO4 and concentrated in vacuo. The crude product was filtered through a plug of silica gel, washing with 5% MeOH in CH2Cl2, which afforded 4-(3-pyridyl)cyclohexanone.

1. customThe reaction was quenched
2. additionby adding saturated aqueous NaHCO3
3. additiondiluted with EtOAc (200 mL)
4. extractionThe aqueous layer was extracted with CH2Cl2 (100 mL×4)
5. washthe combined organic layers were washed with brine (200 mL)
6. dry with materialdried with MgSO4
7. concentrationconcentrated in vacuo
8. filtrationThe crude product was filtered through a plug of silica gel
9. washwashing with 5% MeOH in CH2Cl2, which