Reaction #54893

Reaction equation

3-(4-Acetyl-8-hydroxy-1-tridecenyl)benzoic acid

hydrogen

→

title compound

3-(4-Acetyl-8-hydroxytridecyl)benzoic Acid

Solvents

ethanol

Conditions

Workup

1. 1
   Otherat 1 atmosphere pressure and room temperature
2. 2
   Filtrationthe catalyst is filtered off
3. 3
   Otherthe solvent evaporated
4. 4
   Otherthe residue chromatographed on silica gel with 4% methanol in chloroform as the eluant

Procedure

3-(4-Acetyl-8-hydroxy-1-tridecenyl)benzoic acid (7.2 g., 0.02 mole) in ethanol (75 ml.) is hydrogenated over 1.5 g. of a 5% Pd on charcoal catalyst at 1 atmosphere pressure and room temperature. When the theoretical amount (0.02 mole) of hydrogen has been absorbed, the catalyst is filtered off, the solvent evaporated, and the residue chromatographed on silica gel with 4% methanol in chloroform as the eluant. The title compound is obtained as a colorless, viscous oil.

Source