Tetrahydroquinoline Derivatives as Analgesics |
Common terms and phrases
1,2,3,4-tetrahydroquinoline 2-Phenylcinchoninic Acid absolute ether Acetic Anhydride acetyl chloride alcohol allowed to stand analgesics B.p. Pressure Yield benzene boron brown oil brown solid CHâ‚‚ cinchophen cooled crystallize dark brown dissolved distilled dried dropping funnel dry ether dry hydrogen chloride esterification ethanol ether ether layer ether solution Ethyl 2-Phenylcinchoninate extracted with ether filtered filtrate flask equipped Fraction friable gave glacial acetic acid grams Grignard gummy heated hydrochloric acid hydrochloride hydrogen bromide hydrogen chloride hydrolysis hydroquinoline ice bath ketone liquid melting point methacrylonitrile methyl N-methylanthranilate methylaniline mixture melting point mole N-Methyl-N-phenyl--aminopropionitrile nitrile nitrogen one-half hour one-liter picrate platinum oxide potassium carbonate precipitate pressure drop propionic anhydride quinoline Raney nickel reaction mixture recrystallization from ethanol reduction residue saturated secondary amine series of reactions small amount sodium hydroxide sodium sulfate solution was refluxed solvent starting material sulfuric acid synthesis tetrahydroquinoline thionyl chloride tion toluene washed water bath white solid yellow