Acetic Acid → HCID 70224837, compound

Participants

Reaction Steps

To a solution of [(5-methyl-2-phenyloxazol-4-yl) ethoxy] benzaldehyde (4.0 g, 13.1 mmol) in toluene were added acetic acid (0.41 ml, 6.5 mmol), piperidine (0.64 ml, 6.5 mmol) and tert-butyl methyl malonate (2.8 ml, 15.6 mmol). While removing water through Dean-Stark trap, the mixture was refluxed under heating for 1.5 hr. After completion of the reaction, toluene (30 ml) was added and the mixture was washed with water (20 ml×3) and saturated brine (50 ml), dried over magnesium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (developing solvent; n-hexane:ethyl acetate=75:25) to give the title compound (5.4 g, yield 89%, 1:1 geometric isomer mixture) as a pale yellow oil.

Provenance & Evidence