Pyridine → HCID 57940892, compound

Participants

Reaction Conditions

Reaction Steps

Under an argon stream, a mixture of 5-bromo-2-[(E)-2-phenylethenyl]benzoxazole (Compound of Reference Example 43) (105 mg), p-cresol (45 mg), potassium carbonate (97 mg), copper oxide(II) (70 mg) and pyridine (1.5 ml) was stirred at 130° C. for 24 hours. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The organic layer was washed with a 5% aqueous solution of potassium hydrogen sulfate and water and dried over MgSO4. The solvent was distilled off under reduced pressure, and the residue was subjected to silica gel column chromatography. The fraction eluted with ethyl acetate-hexane (1:6, v/v) was concentrated under reduced pressure, and the resulting crystals were collected by filtration to obtain 5-(4-methylphenoxy)-2-[(E)-2-phenylethenyl]benzoxazole (69 mg, 60%). The compound was recrystallized from ethyl acetate-hexane.

Provenance & Evidence