HCID 13070643, compound → HCID 12168430, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[C:10](=[O:11])[O:9][CH:8]2[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[H][H]>C(O)C.[Pd]>[CH2:8]([C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:12]=1[C:10]([OH:11])=[O:9])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
The phthalide (30 g.) is dissolved in ethanol (500 ml.) by warming, 5% palladium-on-charcoal (3 g.) is added and the solution is hydrogenated until hydrogen uptake ceases. After removal of the catalyst by filtration, the ethanol is evaporated, and the residue is crystallised from chloroform-petroleum ether (b.p. 60°-80°C.) to give 2-benzyl-6-methoxy-benzoic acid m.p. 159°-161°C.