Ammonium Chloride → HCID 21843577, compound

Participants

Reaction Steps

5-bromothiazole (1.66 g, 10 mmol) is dissolved in diethyl ether. n-Butyllithium (4.85 ml, 2.5 M) is added very slowly under nitrogen atmosphere at -60° C. After stirring for 20 minutes at -60° C. (4-cyanophenyl)-2-(4-fluorophenyl)ethyl ketone (2.5 g, 10 mmol) is added in diethyl ether at the same temperature and the stirring is continued for another 2 hours. The reaction mixture is allowed to warm to room temperature after which it is decomposed with saturated ammonium chloride solution. The diethyl ether layer is separated and the solvent is evaporated. Water is added and the product is extracted into ethyl acetate. After drying and evaporation of the solvent the residue is mixed with ethanol and the black precipitate is filtered off. The ethanol is evaporated and the product is purified by flash chromatography (eluent: dichloromethane/methanol 46:1).

Provenance & Evidence