反应详情

A solution of methyl cycloheptanecarboxylic acid (8.0 g, 51.2 mmol) in THF (18 mL) was added dropwise to a solution of lithium diisopropylamine (8.3 g, 76.8 mmol) in THF (70 mL) at −78° C. After stirring for 1 h at the same temperature, a solution of methylchloroformate (7.26 g, 76.8 mmol) was added slowly and the mixture was allowed to warm to room temperature. After 18 h the reaction mixture was quenched with saturated aqueous NH4Cl solution (100 mL) and was extracted with EtOAc (100 mL×3). The combined organic layers were dried (MgSO4). After removal of the solvent under reduced pressure, purification by flash column chromatography using an eluting system of hexane/EtOAc (95:5) yielded the title compound as a clear, colorless liquid (7.8 g, 71%). MH+215.

1. customAfter 18 h the reaction mixture was quenched with saturated aqueous NH4Cl solution (100 mL)
2. extractionwas extracted with EtOAc (100 mL×3)
3. dry with materialThe combined organic layers were dried (MgSO4)
4. customAfter removal of the solvent
5. customunder reduced pressure, purification by flash column chromatography