Reaktion #932485

Reaktionsgleichung

sulfuric acid

N,1-bis(2-chlorophenyl)propaneimine

ethyl phenylpropiolate

aluminum chloride

toluene

→

1,2-bis(2-chlorophenyl)-3-methyl-6-phenyl-4(1H)-pyridinone

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter heating the reaction mixture
2. 2
   Extraktionfollowed by extraction with dichloromethane
3. 3
   WaschenAfter washing the organic layer with water, it
4. 4
   Trocknenwas dried over anhydrous sodium sulfate
5. 5
   SonstigeSubsequent to removal of the sodium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off

Vorschrift

To 300 ml of toluene were added 6.2 g (0.022 mole) of N,1-bis(2-chlorophenyl)propaneimine, 3.9 g (0.022 mole) of ethyl phenylpropiolate and 3.6 g (0.027 mole) of aluminum chloride. After heating the reaction mixture with stirring at 60° C. for 4 days, the reaction mixture was poured into 500 ml of 2N sulfuric acid, followed by extraction with dichloromethane. After washing the organic layer with water, it was dried over anhydrous sodium sulfate. Subsequent to removal of the sodium sulfate, the solvent was distilled off and the residue was subjected to column chromatography (eluent: ethyl acetate) to obtain two types of atrop-isomers of 1,2-bis(2-chlorophenyl)-3-methyl-6-phenyl-4(1H)-pyridinone, namely, 0.6 g of Compound 335 and 0.2 g of Compound 336, of which the melting points were 205°-207° C. and 232°-234° C., respectively.

Quelle