Reaktion #67995

Reaktionsgleichung

sulfuric acid

methyl 3-((3-ethoxyacryloyl)amino)-5-methoxybenzoate

→

methyl 7-methoxy-2-oxo-1,2-dihydroquinoline-5-carboxylate

Ausbeute 22.3%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added little by little, and the mixture
2. 2
   Temperaturunder cooling with ice
3. 3
   Temperaturcooled with ice
4. 4
   Filtrationthe insoluble material was collected by filtration
5. 5
   Sonstigethe insoluble material thus obtained
6. 6
   Sonstigewas purified by silica gel column chromatography [silica gel; Silica gel 60 manufactured by Kanto Chemical Co., Inc., eluent; chloroform:methanol=50:1]

Vorschrift

To 5 mL of concentrated sulfuric acid cooled with ice, 1.86 g of methyl 3-((3-ethoxyacryloyl)amino)-5-methoxybenzoate was added little by little, and the mixture was stirred for 1 hour under cooling with ice. The reaction mixture was fed into water cooled with ice, the insoluble material was collected by filtration, and the insoluble material thus obtained was purified by silica gel column chromatography [silica gel; Silica gel 60 manufactured by Kanto Chemical Co., Inc., eluent; chloroform:methanol=50:1] to obtain 346 mg of methyl 7-methoxy-2-oxo-1,2-dihydroquinoline-5-carboxylate.

Quelle