1H-Indole, 2-propyl- → 2-Propylindoline

Participants

Reaction Steps

1.3 g (20 mmol) sodium cyanoborohydride were added to 0.75 g (4.7 mmol) 2-propyl-1H-indole in 10 mL conc. acetic acid and the mixture was stirred for 5 h at RT. The reaction mixture was evaporated down. The residue was mixed with 20 mL of a 4N HCl solution and stirred for 1 h at RT. Then 45 mL of a 4N sodium hydroxide solution was slowly added while cooling with ice and the mixture was extracted with ethyl acetate. The organic phase was dried on sodium sulphate and evaporated down.

Provenance & Evidence