Dibenzyl 3,4,5-trimethoxyphenylphosphonate → 3,4,5-Trimethoxyphenylphosphonic Acid
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([P:13](=[O:30])([O:22]CC2C=CC=CC=2)[O:14]CC2C=CC=CC=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]>C(OCC)(=O)C.[Pd]>[CH3:12][O:11][C:7]1[CH:6]=[C:5]([P:13](=[O:14])([OH:30])[OH:22])[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[O:9][CH3:10]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of dibenzyl 3,4,5-trimethoxyphenylphosphonate 2 (1 mmol) in 30 mL of ethyl acetate is added 10% Pd on carbon (0.10 g). The mixture is stirred under an atmosphere of hydrogen for 16 hours. Mixture is filtered through celite and washed with methanol (3×10 mL). All washings and filtrate are combined and concentrated to give 3,4,5-trimethoxyphenylphosphonic acid 3.