Sodium Hydroxide → HCID 15591372, compound

Participants

Reaction Steps

Bromine (0.344 ml) is added to a solution of 692 mg of sodium hydroxide in 4 ml of water with ice bath cooling. The resulting solution is added to 400 mg of 1-(5-oxohexyl)-3-methyl-2-(3-pyridyl)indole and this mixture is stirred for 2 hours at room temperature. The mixture is washed with ether. The aqueous solution is filtered and acidified to pH 5-6 with 2 N HCl. A crude white solid is collected which melts in the range 108°-120°. TLC (silica gel; methylene chloride/methanol 9:1) separation gives 1-(4-carboxybutyl)-3-methyl-2-(3-pyridyl)indole of Example 5.

Provenance & Evidence