Reaction #2006421

Reaction equation

olefins

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

→

55

4-(3-Phenylpropyl)-benzoic Acid

Solvents

methanol

Conditions

Workup

1. 1
   workup.STIRRINGThe mixture was stirred for 2 hours at room temperature
2. 2
   Filtrationfiltered through Celite
3. 3
   Otherevaporated

Procedure

A mixture of regioisomeric olefins 54 (100 mg, 0.42 mmol) and Pd 10% on C (10 mg) in methanol (4 mL) was vigorously stirred under H2 atmosphere (14 psi). The mixture was stirred for 2 hours at room temperature, filtered through Celite and evaporated to afford 55 as an oil. Flash chromatography of the residue gave 55 (88 mg, 88%).

Source