Ammonia → N-benzyl-5,6-dihydroxyisoindoline
Reaction equation
Br.[CH2:2]([N:9]1[CH2:17][C:16]2[C:11](=[CH:12][C:13]([OH:19])=[C:14]([OH:18])[CH:15]=2)[CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.N>CO>[CH2:2]([N:9]1[CH2:10][C:11]2[C:16](=[CH:15][C:14]([OH:18])=[C:13]([OH:19])[CH:12]=2)[CH2:17]1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1.0 g (3.1 mmol) of N-benzyl-5,6-dihydroxyisoindoline hydrobromide was dissolved in 40 ml of a 50% methanol aqueous solution, and the solution was adjusted to pH 8.0 with 8% aqueous ammonia. The precipitated crystals were collected by filtration and washed with 5 ml of cold water and 5 ml of cold acetone to obtain 640 mg of the above identified compound.
Workup
- filtration