反応 #2006420

反応方程式

Allylbenzene

4-bromobenzoic acid

Et3N

triphenylphosphine

→

mixture

収率 19.9%

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

収率 19.9%

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度at reflux overnight in a round bottom flask
2. 2
   抽出Added HCl 1N, extracted with EtOAc
3. 3
   乾燥dried the organic layer on anhydrous MgSO4
4. 4
   ろ過filtered
5. 5
   その他evaporated solvent under vacuum
6. 6
   その他Purified by column chromatography

実験手順

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.

出典