반응 #1483121

반응 방정식

9-bromophenanthrene

2-formylphenylboronic acid

sodium carbonate

→

9-(2-formylphenyl)phenanthrene

수율 89.0%

용매

dimethyl ether

반응 조건

후처리

1. 1
   온도the resultant was refluxed
2. 2
   온도while heating for 8 hours
3. 3
   기타an aqueous phase was removed
4. 4
   기타An organic phase which had been separated
5. 5
   세척was washed with water and saturated brine
6. 6
   건조dried with magnesium sulfate
7. 7
   여과After the magnesium sulfate was filtered out
8. 8
   농축the organic phase was concentrated
9. 9
   기타The resulting residue was purified by means of silica gel column chromatography

실험 절차

Under an argon atmosphere, 25.7 g of 9-bromophenanthrene, 16.5 g of 2-formylphenylboronic acid and 2.31 g of tetraxis(triphenylphosphine)palladium(0) were placed in a flask. 340 mL of dimethyl ether (DME) and 170 mL of a 2M aqueous sodium carbonate solution were added to this flask, and the resultant was refluxed with stirring while heating for 8 hours. After cooling to room temperature, an aqueous phase was removed. An organic phase which had been separated was washed with water and saturated brine, and then dried with magnesium sulfate. After the magnesium sulfate was filtered out, the organic phase was concentrated. The resulting residue was purified by means of silica gel column chromatography, whereby 25.0 g (yield: 89%) of 9-(2-formylphenyl)phenanthrene was obtained.

출처