反应详情

Dissolve 5-bromo-N-methyl-N-propyl-isophthalamic acid methyl ester (2.7 g, 8.6 mmol) in toluene (16 mL) and place the solution under nitrogen. Add in sequence 2,6-di-tert-butyl-4-methylphenol (a few crystals), tetrakis(triphenylphosphine)palladium (0) (185 mg, 0.16 mmol), and tributylvinyl tin (3 g, 9.5 mmol) and reflux for 4 h. Filter though a filtering agent and concentrate. Add diethyl ether (70 mL) and 20% aqueous potassium fluoride (70 mL) and stir vigorously. Collect the diethyl ether layer and extract with diethyl ether two additional times. Concentrate and purify (silica gel chromatography, eluting with 0:100 to 50:50 ethyl acetate:hexanes) to give the title compound (1.58 g, 70%).

1. temperaturereflux for 4 h
2. filtrationFilter though a filtering agent
3. concentrationconcentrate
4. customCollect the diethyl ether layer
5. extractionextract with diethyl ether two additional times
6. concentrationConcentrate
7. custompurify
8. wash(silica gel chromatography, eluting with 0:100 to 50:50 ethyl acetate:hexanes)