تفاعل #2006420

معادلة التفاعل

Allylbenzene

4-bromobenzoic acid

Et3N

triphenylphosphine

→

mixture

المردود 19.9%

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

المردود 19.9%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux overnight in a round bottom flask
2. 2
   استخلاصAdded HCl 1N, extracted with EtOAc
3. 3
   تجفيفdried the organic layer on anhydrous MgSO4
4. 4
   ترشيحfiltered
5. 5
   أخرىevaporated solvent under vacuum
6. 6
   أخرىPurified by column chromatography

الإجراء التجريبي

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.

المصدر