تفاعل #1483121

معادلة التفاعل

9-bromophenanthrene

2-formylphenylboronic acid

sodium carbonate

→

9-(2-formylphenyl)phenanthrene

المردود 89.0%

المذيبات

dimethyl ether

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe resultant was refluxed
2. 2
   درجة الحرارةwhile heating for 8 hours
3. 3
   أخرىan aqueous phase was removed
4. 4
   أخرىAn organic phase which had been separated
5. 5
   غسيلwas washed with water and saturated brine
6. 6
   تجفيفdried with magnesium sulfate
7. 7
   ترشيحAfter the magnesium sulfate was filtered out
8. 8
   تركيزthe organic phase was concentrated
9. 9
   أخرىThe resulting residue was purified by means of silica gel column chromatography

الإجراء التجريبي

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.

المصدر