Hydrazine hydrate (1:1) → 1-Methylindolin-5-amine

Participants

Reaction Steps

Approximately 400 mg of Raney nickel is added to a mixture of 2.84 g (15.9 mmol) of 1-methyl-5-nitroindoline and 4 ml (80 mmol) of hydrazine hydrate in 60 ml of absolute ethanol. The reaction mixture is heated under reflux for 5 hours. After returning to 23° C., a little silica is added to the flask and the solvent is evaporated off under vacuum. The evaporation residue is placed directly at the top of a chromatography column. The expected product is eluted using a heptane/AcOEt mixture (3/7). A violet powder is obtained (65%) which is used directly in the following stage.

Provenance & Evidence