Water → HCID 10615659, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of benzo[b]thiophene-3-carboxylic acid diethylamide (14.0 g, 60 mmol) in diethyl ether (120 ml) is cooled to −78° C. Under an inert atmosphere a solution of n-butyllithium in hexanes (41.3 ml 1.6 N solution, 66 mmol) is then added within 15 minutes. There is a slight increase of the temperature by 3° C., and the mixture is allowed to stir for another 10 minutes at −78 . . . −75° C. Then the mixture is allowed to warm to ambient temperature. After ca. 1.5 hours a reddish brown suspension is formed which is stirred for another 17 hours. Then water (150 ml) is carefully added to the mixture and also chloroform (50 ml). The mixture is stirred rapidly for 15 minutes, and the solid is filtered off, washed with water, dried and recrystallized from DMSO (50 ml) to give the product as orange brown needles mp=315° C.

Provenance & Evidence