反应详情

温度

100 °C

A mixture of methyl 6-oxoheptanoate (3.1 g, 19.5 mmol), acetic acid (100 mL) and hydrazine from Example 1, Step 5 (5.0 g, 16.3 mmol) was heated at 100° C. overnight. The acetic acid was removed in vacuo and the residue was added to a 0° C. mixture of EtOH (150 mL) and acetyl chloride (5 mL). The resulting mixture was refluxed for 1 h, then most of the solvent was removed by distillation and further concentrated in vacuo. The residue was partitioned between ethyl acetate and saturated NaHCO3, the organic layer washed with water, brine and dried over MgSO4. Purification by flash chromatography (30% ethyl acetate in hexane) provided 4.68 g of the title compound.

1. customThe acetic acid was removed in vacuo
2. additionthe residue was added to a 0° C.
3. additionmixture of EtOH (150 mL) and acetyl chloride (5 mL)
4. temperatureThe resulting mixture was refluxed for 1 h
5. custommost of the solvent was removed by distillation
6. concentrationfurther concentrated in vacuo
7. customThe residue was partitioned between ethyl acetate and saturated NaHCO3
8. washthe organic layer washed with water, brine
9. dry with materialdried over MgSO4
10. customPurification by flash chromatography (30% ethyl acetate in hexane)