反应详情

A solution of 3-butyl-cyclobutanecarboxylic acid methyl ester (7.75 g, 45.6 mmol) in THF (30 mL) was added dropwise to a solution of lithium diisopropylamine (7.26 g, 68.4 mmol) in THF (70 mL) at −78° C. After stirring for 1.5 h at the same temperature, methyl chloroformate (6.46 g, 68.4 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 (200 mL) and the aqueous residue was extracted with EtOAc (75 mL×5). 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 yellow oil (8.37 g, 81%). MH+229.

1. additionwas added slowly
2. customAfter 18 h the reaction mixture was quenched with saturated aqueous NH4Cl solution (200 mL)
3. extractionthe aqueous residue was extracted with EtOAc (75 mL×5)
4. dry with materialThe combined organic layers were dried (MgSO4)
5. customAfter removal of the solvent
6. customunder reduced pressure, purification by flash column chromatography