反应详情

温度

-78 °C

Add n-butyllithium (1.6 M in hexanes, 1.25 mL, 2.01 mmol) dropwise to a solution of oxazole (126 mg, 1.83 mmol) in THF (12.6 mL) at −78° C. Stir for 30 min at −78° C. and add a solution of zinc chloride (747 mg, 5.49 mmol) in diethyl ether (5.5 mL) and stir at 0° C. for 1 h. Add a solution of 5-iodo-N-methyl-N-propyl-isophthalamic acid methyl ester (330 mg, 0.91 mmol) in THF (5.1 mL) followed by tetrakis(triphenylphosphine)palladium (0) (105 mg, 0.091 mmol) and heat to reflux for 30 min. Add ethyl acetate (40 mL), wash with water (2×20 mL), dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 50:50 ethyl acetate:hexane) to give the title compound (225 mg, 82%).

1. stirringstir at 0° C. for 1 h
2. temperatureheat
3. temperatureto reflux for 30 min
4. washAdd ethyl acetate (40 mL), wash with water (2×20 mL)
5. dry with materialdry (magnesium sulfate)
6. concentrationconcentrate
7. custompurify
8. wash(silica gel chromatography, eluting with 50:50 ethyl acetate:hexane)