Sodium Hydroxide → 862501-94-8
Reaction equation
[C:1]12([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:8][CH2:7][C:4]([C:9]([O:11]C)=[O:10])([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[OH-].[Na+]>CO>[C:1]12([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:2][CH2:3][C:4]([C:9]([OH:11])=[O:10])([CH2:5][CH2:6]1)[CH2:7][CH2:8]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1,1-Dimethylethyl methyl bicyclo[2.2.2]octane-1,4-dicarboxylate (495 mg) was dissolved in methanol (5 mL). To this solution, a 2 mol/L aqueous sodium hydroxide solution (0.92 mL) was added and the mixture was stirred at room temperature for 8 hours and then at 50° C. for 2 hours. Methanol in the mixture was evaporated under reduced pressure. Water was added to the resulting residue and the mixture was washed with diethyl ether and was neutralized with 3 mol/L hydrochloric acid. The resulting crystals were filtered, washed with water, and dried under reduced pressure to give 1,1-dimethylethyl hydrogen bicyclo[2.2.2]octane-1,4-dicarboxylate (344 mg).