反应详情

A solution of 5-formyl-2-methoxybenzeneboronic acid (1 g, 5.6 mmol), 2-methyl-5-bromobenzoxazole (1 g, 4.72 mmol) and K2CO3 (1.63 g, 11.8 mmol) in ethanol (20 mL) and toluene (40 mL) was degassed prior to addition of Pd(Ph3)4 (55 mg, 0.047 mmol). The mixture was refluxed for 20 hours then cooled and filtered through diatomaceous earth. The filtrate was concentrated in vacuo, extracted with ethyl acetate, washed with water and the organic layer dried over sodium sulphate. The crude was purified by column chromatography (heptane/ethyl acetate 7/3 to 6/4) to give 1.13 g of title compound.

1. temperatureThe mixture was refluxed for 20 hours
2. temperaturethen cooled
3. filtrationfiltered through diatomaceous earth
4. concentrationThe filtrate was concentrated in vacuo
5. extractionextracted with ethyl acetate
6. washwashed with water
7. dry with materialthe organic layer dried over sodium sulphate
8. customThe crude was purified by column chromatography (heptane/ethyl acetate 7/3 to 6/4)