Реакция #2006420

Уравнение реакции

Allylbenzene

4-bromobenzoic acid

Et3N

triphenylphosphine

→

mixture

Выход 19.9%

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

Выход 19.9%

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Температураat reflux overnight in a round bottom flask
2. 2
   ЭкстракцияAdded HCl 1N, extracted with EtOAc
3. 3
   Сушкаdried the organic layer on anhydrous MgSO4
4. 4
   Фильтрацияfiltered
5. 5
   Другоеevaporated solvent under vacuum
6. 6
   ДругоеPurified by column chromatography

Методика

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.

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