Triethylamine → Ethyl 2-(phenylsulfanyl)ethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Participants

Reaction Conditions

Reaction Steps

2-(phenylthio)ethyl-acetylacetate 28.5 ml (31.24 g, 0.37 moles) of diketene are added drop by drop and with stirring to a mixture made up of 50 ml (57.30 g; 0.37 moles) of 2-hydroxyethylphenylsulfide and 0.4 ml triethylamine previously heated to 80° C. The rate of addition is adjusted so that the temperature is kept between 85°-90° C. Once the adding has ended the reaction mixture is kept at 90° C. for 3 hours with stirring. The desired product is isolated by reduced pressure distillation of the previous mixture, resulting in a colorless liquid; melting point: 143°-5° C./0.5 Torr. The yield of the reaction is 86%.

Provenance & Evidence