Potassium Hydroxide → 5-Methoxy-1-(4-chlorobutyl)indole-3-carboxaldehyde

Participants

Reaction Steps

To a stirred mixture of powdered potassium hydroxide in methyl sulfoxide is added dropwise a solution of 5-methoxyindole-3-carboxaldehyde in methyl sulfoxide. The mixture is stirred for 30 min and 1-bromo-4-chlorobutane is added dropwise. The mixture is stirred for 1 h and partitioned between ethyl acetate and water. The combined organic extracts are washed (water, brine), dried (sodium sulfate) and concentrated in vacuo to give the product.

Provenance & Evidence