反応 #456506

反応方程式

4-fluoro-2-methylaniline

ethyl 3-ethoxy-2-(2',5'-difluoro-3'-methyl-4'-nitrobenzoyl)acrylate

acrylate

→

title compound

収率 46.9%

Ethyl 1-(4-Fluoro-2-methylphenyl)-6-fluoro-8-methyl-7-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylate

収率 46.9%

溶媒

chloroform

chloroform

反応条件

後処理

1. 1
   workup.DISTILLATIONthe solvent and the like were distilled off
2. 2
   workup.ADDITIONPotassium carbonate (800 mg) was added to a solution of the whole amount of the residue in dimethylformamide (3 ml)
3. 3
   workup.STIRRINGthe mixture was stirred at 110° C. for 20 minutes
4. 4
   workup.ADDITIONChloroform and water were added to the reaction mixture
5. 5
   その他to collect an organic layer
6. 6
   乾燥After the organic layer was dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off
8. 8
   workup.ADDITIONEthanol was added to the residue
9. 9
   workup.ADDITIONto disperse it
10. 10
    ろ過filtration

実験手順

A solution of 4-fluoro-2-methylaniline (about 1 g) in chloroform (5 ml) was added dropwise to a solution of ethyl 3-ethoxy-2-(2',5'-difluoro-3'-methyl-4'-nitrobenzoyl)acrylate (2.0 g) in chloroform (10 ml) at room temperature (while confirming the disappearance of the acrylate by tlc). After the mixture was stirred for 10 minutes, the solvent and the like were distilled off. Potassium carbonate (800 mg) was added to a solution of the whole amount of the residue in dimethylformamide (3 ml), and the mixture was stirred at 110° C. for 20 minutes. Chloroform and water were added to the reaction mixture to collect an organic layer. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off. Ethanol was added to the residue to disperse it therein, and filtration was conducted to obtain the title compound (1.1 g) as a pale yellow powder.

出典