反应详情

11.0 g (41.6 mmol) 2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolane-2-yl)phenoxy]-ethanol, 5.25 g (20.8 mmol) 3,5-Dibromophenol and 34.4 g (125 mmol) sodium metaborate-tetrahydrate are suspended in 60 ml THF and 60 ml water and 1.36 g (2 mmol) palladium(dppf) are added. The mixture is heated overnight at reflux. After addition of 100 ml water and 100 ml MTB ether the mixture is acidified with 2M hydrochloric acid. The organic layer is separated and the aqueous layer is extracted three times with MTB ether. The combined organic layers are dried over sodium sulfate and the solvent is removed in vacuo. The crude product is filtered through silica gel with toluene/ethyl acetate (1:1 to 0:1) to yield a yellow oil, which crystallizes from dichloromethane.

1. temperatureThe mixture is heated overnight
2. temperatureat reflux
3. customThe organic layer is separated
4. extractionthe aqueous layer is extracted three times with MTB ether
5. dry with materialThe combined organic layers are dried over sodium sulfate
6. customthe solvent is removed in vacuo
7. filtrationThe crude product is filtered through silica gel with toluene/ethyl acetate (1:1 to 0:1)
8. customto yield a yellow oil, which
9. customcrystallizes from dichloromethane