反应详情

A mixture of 1-formyl-cyclopentanecarboxylic acid methyl ester (3.1 g, 19.8 mmol), sodium acetate (2.74 g, 39.72 mmol) and O-benzylhydroxylamine hydrochloride (6.34 g, 39.7 mmol) were stirred in methanol (120 mL) for 18 h. The methanol was removed in vacuo and the residue partitioned between water and EtOAc. The aqueous phase was extracted with EtOAc (50 mL×2). The combined organic extracts were dried (MgSO4) and were evaporated in vacuo. Purification by flash column chromatography using an eluting system of hexane/EtOAc (95:5 to 90:10) provided the title compound as a clear colorless oil (2.26 g, 44%). MH+262.

1. customThe methanol was removed in vacuo
2. customthe residue partitioned between water and EtOAc
3. extractionThe aqueous phase was extracted with EtOAc (50 mL×2)
4. dry with materialThe combined organic extracts were dried (MgSO4)
5. customwere evaporated in vacuo
6. customPurification by flash column chromatography