Cyclohexane → HCID 86670007, compound

Participants

Reaction Steps

A mixture of methyl 3-oxovalerate (10.0 g, 76.8 mmol), 4-fluoroaniline (7.36 mL, 76.8 mmol), p-toluenesulfonic acid monohydrate (730 mg, 3.84 mmol), cyclohexane (40 mL) and toluene (10 mL) was stirred with heating under reflux for 15 hr. The mixture was concentrated under reduced pressure, the insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate, hexane:ethyl acetate=99:1→92:8) to give the title compound (11.4 g, 67%) as a yellow oil.

Provenance & Evidence