Sodium Hydroxide → 2-Benzyloxy-benzene-1,3,5-tricarboxylic acid
Reaction equation
C([O:8][C:9]([C:11]1[CH:16]=[C:15]([C:17]([O:19]CC2C=CC=CC=2)=[O:18])[CH:14]=[C:13]([C:27]([O:29]CC2C=CC=CC=2)=[O:28])[C:12]=1[O:37][CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)=[O:10])C1C=CC=CC=1.[OH-].[Na+]>CO.O>[CH2:38]([O:37][C:12]1[C:11]([C:9]([OH:10])=[O:8])=[CH:16][C:15]([C:17]([OH:19])=[O:18])=[CH:14][C:13]=1[C:27]([OH:29])=[O:28])[C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Benzyloxy-benzene-1,3,5-tricarboxylic acid tribenzyl ester (14) (52 g, 88 mmol) was hydrolyzed with NaOH (20 g, 0.5 mol) in 4:1 methanol-water (1 L). The solvents were removed under reduced pressure after the completion of hydrolysis, and the residue was dissolved in saline and extracted with recycling methylene chloride to remove the benzyl alcohol. 2-benzyloxy benzene-1,3,5-tricarboxylic acid (15) deposited after acidification of the solution. It was collected by filtration and dried under vacuum, yield 25.6 g, 92%.