Pyridine → HCID 20400820, compound

Participants

Reaction Steps

To a solution of Collins Reagent prepared with chromium trioxide (5.6 g) and pyridine (8.86 g, 112 mmol) in dichloromethane (150 ml) at 0°-5° under a nitrogen atmosphere is added all at once 1.8 g of 3-(6-hydroxyhexyl)-1-methyl-2-(3-pyridyl)-indole in dichloromethane (15 ml). The mixture is stirred for an additional 30 minutes, the filtered through celite. The filtrate is then passed through a silica gel column. The product is eluted from the silica gel with a mixture of ethyl acetate:dichloromethane (500 ml). Concentration in vacuo yields 3-(5-formylpentyl)-2-(3-pyridyl)-1-methylindole.

Provenance & Evidence