تفاعل #1994259

معادلة التفاعل

methylene chloride

potassium carbonate

phenyl boronic acid

10-(biphenyl-4-yl)-2-bromo-9,10-dihydroacridine

→

10-(biphenyl-4-yl)-2-phenyl-9,10-dihydroacridine

المردود 78.4%

المذيبات

methanol

toluene

ظروف التفاعل

المعالجة

1. 1
   workup.DISTILLATIONThen, distilled water (40 mL)
2. 2
   workup.ADDITIONwas added
3. 3
   أخرىpurified by silica gel
4. 4
   استخلاصThen, a toluene layer was extracted
5. 5
   تركيزThe extracted organic solvent was concentrated
6. 6
   أخرىremoved
7. 7
   workup.ADDITIONmethanol was added
8. 8
   أخرىto produce a solid
9. 9
   ترشيحThrough filtration
10. 10
    أخرىa yellowish brown solid was obtained

الإجراء التجريبي

10-(biphenyl-4-yl)-2-bromo-9,10-dihydroacridine compound (10 g, 24.3 mmol) was dissolved in toluene (300 mL) under a nitrogen atmosphere. Then, phenyl boronic acid (3.6 g, 29.2 mmol) was added thereto. To the resultant mixture solution, tetrakis triphenyl phosphine palladium (1.1 g, 0.97 mmol) and potassium carbonate (10.1 g, 72.9 mmol) were added. Then, distilled water (40 mL) was added thereto, followed by reflux-stirring for 3 hours. The resultant solution was cooled to about 60° C., and purified by silica gel. Then, a toluene layer was extracted. The extracted organic solvent was concentrated and removed, and methanol was added to produce a solid. Through filtration, a yellowish brown solid was obtained. It was dissolved by methylene chloride, and added with methanol in small amounts so as to obtain required 10-(biphenyl-4-yl)-2-phenyl-9,10-dihydroacridine compound (7.8 g, yield 78%, pale yellow solid).

المصدر