tert-butyl 5-(hydroxymethyl)-1H-indole-1-carboxylate → tert-Butyl 5-formyl-1H-indole-1-carboxylate

Participants

Reaction Steps

To a solution of N-tert-butoxycarbonylindol-5-yl methanol (2.56 g, 10.35 mmol) in dry methylene chloride (60 mL) was added manganese oxide (9 g, 103.5 mmol). The reaction mixture was stirred for 3 h at room temperature and then heated at reflux. After 3 h, the heterogeneous slurry was filtered through Celite and concentrated to afford N-tert-butoxycarbonyl-5-formylindole (2.5 g).

Provenance & Evidence