Sodium Hydroxide → HCID 15085963, compound

Participants

Reaction Steps

To a stirred suspension of 4.13 g of 5-fluoroisatin in 36 ml of water was added a solution of 5.62 g of sodium hydroxide in 20 ml of water. The stirred solution was heated to 80°-90° C. and a solution of 8.42 g of 2-amino-1-[4-(trifluoromethyl)phenyl]ethanone, hydrochloride in 61 ml of ethanol and 61 ml of water was added dropwise over 1.5 hours. When addition was complete, the mixture was refluxed for 20 minutes, then the ethanol was distilled off. The mixture was cooled in an ice bath, then filtered through celite. The filtrate was acidified to pH 4 with acetic acid, the solid collected, washed with water and recrystallized from acetonitrile, giving 6.04 g of the desired product as a yellow solid, mp 260°-262° C.

Provenance & Evidence