反应详情

Heat a mixture of octanedioic acid methyl ester 2-oxo-2-phenylethyl ester (6.93 g, 22.6 mmol), acetamide (6.75 g, 114 mmol) and boron trifluoride diethyl etherate (3.0 mL, 23.7 mmol) at 135-140° C. under nitrogen for 4 hours. Cool the mixture, dilute with saturated NaHCO3 solution (100 mL), and extract with ethyl acetate (250 mL). Wash the organic extract with 100 mL of saturated aqueous sodium chloride (brine) and dry over sodium sulfate. Remove the solvent under reduced pressure and purify the residue by flash column chromatography on silica gel, eluting with hexanes/ethyl acetate (85:15), to provide 7-(4-phenyloxazol-2-yl)heptanoic acid methyl ester (5.7 g, 88%).

1. temperatureHeat
2. temperatureCool the mixture
3. extractionextract with ethyl acetate (250 mL)
4. washWash the
5. extractionorganic extract with 100 mL of saturated aqueous sodium chloride (brine)
6. dry with materialdry over sodium sulfate
7. customRemove the solvent under reduced pressure
8. custompurify the residue by flash column chromatography on silica gel
9. washeluting with hexanes/ethyl acetate (85:15)