반응 #2006420

반응 방정식

Allylbenzene

4-bromobenzoic acid

Et3N

triphenylphosphine

→

mixture

수율 19.9%

4(3-Phenylpropenyl)-benzoic Acid 4-(3-Phenyl-2-propenyl)-benzoic Acid

수율 19.9%

용매

acetonitrile

반응 조건

후처리

1. 1
   온도at reflux overnight in a round bottom flask
2. 2
   추출Added HCl 1N, extracted with EtOAc
3. 3
   건조dried the organic layer on anhydrous MgSO4
4. 4
   여과filtered
5. 5
   기타evaporated solvent under vacuum
6. 6
   기타Purified by column chromatography

실험 절차

Allylbenzene (255 μL, 1.9 mmol), 4-bromobenzoic acid (523 mg, 2.6 mmol), Et3N (0.91 mL, 6.5 mmol), Palladium (II) Acetate (16 mg, 0.052 mmol), triphenylphosphine (60 mg, 0.21 mmol) and acetonitrile (5 mL) were stirred at reflux overnight in a round bottom flask. Added HCl 1N, extracted with EtOAc, dried the organic layer on anhydrous MgSO4, filtered, evaporated solvent under vacuum. Purified by column chromatography using 10% MeOH/CH2Cl2 yielded 90 mg (14%) of mixture of two regioisomers 54. The mixture was then submitted for hydrogenation without further characterization.

출처