Sodium Hydroxide → Bis(4-methylphenyl)azidoacetic acid
Reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)([N:13]=[N+:14]=[N-:15])[C:9]([O:11]C)=[O:10])=[CH:4][CH:3]=1.[OH-].[Na+]>O1CCCC1>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:16]2[CH:17]=[CH:18][C:19]([CH3:22])=[CH:20][CH:21]=2)([N:13]=[N+:14]=[N-:15])[C:9]([OH:11])=[O:10])=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of methyl bis(4-methylphenyl)azidoacetate (2.07 g, 7.01 mmol) in tetrahydrofuran(15 mL) was added 2 M aqueous sodium hydroxide (3.86 ml, 7.71 mmol). The mixture was stirred at room temperature for 18 hours, and then the solvents were removed in vacuo. The residue was dissolved in ethyl acetate and washed with 1M HCl and brine. The organic layer was dried over sodium sulfate, filtered and concentrated to give the title compound as a waxy solid which was used as is.