2,3-Dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-1-ol → 2,3-Dihydropyrrolo[1,2-a]benzimidazol-1-one
Reaction equation
[OH:1][CH:2]1[N:9]2[C:5](=[N:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=32)[CH2:4][CH2:3]1>C(Cl)Cl.C(OCC)(=O)C>[O:1]=[C:2]1[N:9]2[C:5](=[N:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=32)[CH2:4][CH2:3]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 2,3-dihydro-1-hydroxy-1H-pyrrolo-[1,2-a]benzimidazole (1.0 g, 5.75 mmol)) in methylene chloride was treated with mangenese dioxide (5 g, 58 mmol) at r.t. and stirred for 10 hour. The mixture was diluted with ethyl acetate and filtered through diatomaceous earth (Celite (trademark)). The filtrate was concentrated and purified to give the title compound. 1HNMR (CDCl3)δ 3.28 (t, 2H), 4.48 (t, 2H), 7.3-7.45 (m, 2H), 7.45-7.55 (m, 1H), 7.86-7.94 (m, 1H) ppm.