Abstract Condensation of 2-aminoacetophenone and 2-aminobenzophenone with ethyl 4- chloro-3-oxobutanoate in the presence of excess chlorotrimethylsilane was shown to give ethyl 2-chloromethyl-3-quinoline carboxylates in high yields. A similar reaction with 1, 3- dichloroacetone and 2-chlorocyclohexanone led to the 3-chloro-2-(chloromethyl) quinolines and 4-chloro-1, 2, 3, 4-tetrahydroacridines, respectively.