反应详情

To a solution of ethyl-3-iodobenzoate (2.5 g, 1 equiv) in ethylene glycol dimethyl ether (20 mL) are added 2 M sodium carbonate solution (40 mL), 4-benzyloxybenzene boronic acid (2.5 g, 1.2 equiv) and tetrakistriphenylphosphine palladium(0) (1.05 g, 0.1 equiv). The reaction mixture is heated to reflux for 2 h. The reaction mixture is allowed to cool to room temperature and is diluted with 300 mL 50% sodium bicarbonate solution. The product is extracted three times with methylene chloride. The combined organic layers are dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue is purified via flash chromatography eluting with ethyl acetate/hexanes (2:98 to 8:92) to give the desired product (2.3 g, 76%) as a white solid.

1. temperatureThe reaction mixture is heated
2. temperatureto reflux for 2 h
3. extractionThe product is extracted three times with methylene chloride
4. dry with materialThe combined organic layers are dried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customThe residue is purified via flash chromatography
8. washeluting with ethyl acetate/hexanes (2:98 to 8:92)