Acetic Anhydride → 1-Acetyl-6-aminoindoline

Participants

Reaction Steps

6-Nitroindoline (15.63 g, 0.095 mol) was refluxed for 0.25 h in acetic anhydride (100 ml), cooled, and the precipitate filtered and washed with water, before drying in vacuo. This material (16.6 g, 0.08 mol) was hydrogenated in ethanol (500 ml) over 10% palladium on charcoal (3.4 g of 50% paste in water). The catalyst was removed by filtration and the filtrate was evaporated to leave the title compound as an off-white/cream powder (12.59 g; 89%).

Provenance & Evidence