Carbamic acid, ethyl ester → 2-(Trifluoromethyl)-4-(3-cyanophenyl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylic acid

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Reaktionsschritte

In the invented process, an ester of 4,4,4-trifluoro-3-oxobutanoate is reacted with 1,3-cyclohexanedione and 3-cyanobenzaldehyde to form an ester of 4-(3-cyanophenyl)-2-hydroxy-5-oxo-2-(trifluoromethyl)-1,2,3,4,5,6,7,8-octahydroquinoline-3-carboxylate. The 4-(3-cyanophenyl)-2-hydroxy-5-oxo-2-(trifluoromethyl)-1,2,3,4,5,6,7,8-octahydroquinoline-3-carboxylate ester is dehydrated to form a urethane, which is an ester of 4-(3-cyanophenyl)-5-oxo-2-(trifluoromethyl)-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate. The urethane is de-esterified to form 4-(3-cyanophenyl)-5-oxo-2-(trifluoromethyl)-1,4,5,6,7,8-hexahydroquinoline-3-carboxylic acid.

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