Hydrochloric Acid → HCID 15789986, compound

Participants

Reaction Steps

4-Amino-3-chloro-5-cyano-trifluoromethylbenzene (5.1g) (Preparation 3) in dry acetonitrile (0.25 ml) was added dropwise to a stirred suspension of copper (II) chloride (3.72g) and tertiary butyl nitrite (12.24g) in dry acetonitrile (75 ml) whilst the temperature was maintained between 0 and +5° C. After the addition was complete stirring was continued for a further 2 hours, whereupon the reaction mixture was diluted with dilute aqueous hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with water, and after drying over anhydrous magnesium sulphate, evaporation of the solvent under reduced pressure gave an orange oil which crystallised on standing. Kugelrohr distillation gave 3-cyano-4,5-dichloro-trifluoromethylbenzene as a pale yellow oil which crystallised on standing.

Provenance & Evidence