Acetic Acid → HCID 19041693, compound

Participants

Reaction Conditions

Reaction Steps

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.

Provenance & Evidence