Hexane → HCID 13206063, compound

Participants

Reaction Steps

9.3 g of Ethyl 2-(4-amino-3-chlorophenyl)propionate were dissolved in a mixture of 100 ml of dioxane and 30 ml of water. 1.0 g of copper(I) chloride and 10 ml of triethylamine were further added to the solution. 6.3 g of 3-chloro-3-methyl-1-butyn was added dropwise thereto with stirring under nitrogen atmosphere. The mixture was reacted at 5° C. for 2 hours, followed by addition of a mixture of hexane and water and then separation of the organic layer. The organic layer was washed with water and saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, then the solvent was distilled off. The residue was purified by column chromatography on silica gel (eluted with benzene) to give 6.1 g of ethyl 2-[3-chloro-4-(1,1-dimethyl-2-propynylamino)phenyl]propionate (Compound 1).

Provenance & Evidence