反应详情

A mixture of crude 1-formyl-4,4-dimethyl-cyclohexanecarboxylic acid methyl ester from Preparation 27 (22.9 mmol theoretical), sodium acetate (3.76 g, 45.8 mmol) and O-benzylhydroxylamine hydrochloride (7.32 g, 45.8 mmol) were stirred in methanol (100 mL) for 18 h. The methanol was removed in vacuo, water (100 mL) was added and the aqueous phase was extracted with EtOAc (50 mL×5). The combined organic extracts were dried (MgSO4) and were evaporated in vacuo. The residue was purified by flash column chromatography using an eluting system of hexane/EtOAc (99:1) to yield the title compound (1.83 g, 26%). MH+304.

1. customThe methanol was removed in vacuo, water (100 mL)
2. additionwas added
3. extractionthe aqueous phase was extracted with EtOAc (50 mL×5)
4. dry with materialThe combined organic extracts were dried (MgSO4)
5. customwere evaporated in vacuo
6. customThe residue was purified by flash column chromatography