Carbon Dioxide → HCID 59305017, compound

Participants

Reaction Steps

At −78° C., 10.0 g (32.3 mmol) of N,N-dibenzyl-3,5-difluoroaniline (Florvall, Lennart; Fagervall, Ingrid; Larsson, Lars-Gunnar; Ross, Svante B.; Eur. J. Med. Chem. Chim. Ther. 1999, 34, 137-152.) are initially charged in 90 ml of THF. 12.9 ml (32.3 mmol) of a 2.5 M solution of n-butyl-lithium in hexane are added dropwise, and the mixture is stirred at this temperature for 45 min. Excess dry ice is then added. The mixture is stirred at this temperature for another hour and then allowed to warm slowly to RT. Water is added to the reaction solution, which is then extracted twice with tert-butyl methyl ether. The aqueous phase is acidified with 10 ml of 4N hydrochloric acid, resulting in the formation of a precipitate. The mixture is extracted twice with dichloromethane, the combined phases are dried over sodium sulfate and the solvent is removed under reduced pressure.

Provenance & Evidence