반응 #83027

반응 방정식

ethyl diethylphosphonoacetate

sodium hydride

tetrahydrofuran

5-oxo-7-chloro-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetra-hydro-1H-benzoazepine

→

5-ethoxy-carbonylmethylidene-7-chloro-1-[2-methyl-4-(2-methylbenzoyl-amino)benzoyl]-2,3,4,5-tetrahydro-1H-benzoazepine

반응 조건

후처리

1. 1
   온도cooling
2. 2
   workup.STIRRINGThe mixture was stirred for 10 minutes with ice-
3. 3
   온도cooling
4. 4
   workup.STIRRINGThe mixture was stirred at room temperature for 6 hours
5. 5
   추출The resulting mixture was subjected to extraction with 300 ml of ethyl acetate
6. 6
   세척The extract was washed with 300 ml of an aqueous sodium chloride solution
7. 7
   건조dried over magnesium sulfate
8. 8
   workup.DISTILLATIONsubjected to distillation
9. 9
   기타to remove the solvent
10. 10
    기타The residue was purified by silica gel column chromatography (elutant: ethyl acetate/n-hexane=1/2)

실험 절차

0.85 g of 60% sodium hydride was added to 200 ml of tetrahydrofuran. Thereto was dropwise added 4.68 ml of ethyl diethylphosphonoacetate with ice-cooling and stirring. The mixture was stirred for 10 minutes with ice-cooling. To the reaction mixture was added 2.10 g of 5-oxo-7-chloro-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetra-hydro-1H-benzoazepine. The mixture was stirred at room temperature for 6 hours. The reaction mixture was poured into 200 ml of ice water. The resulting mixture was subjected to extraction with 300 ml of ethyl acetate. The extract was washed with 300 ml of an aqueous sodium chloride solution, then dried over magnesium sulfate, and subjected to distillation to remove the solvent. The residue was purified by silica gel column chromatography (elutant: ethyl acetate/n-hexane=1/2) to obtain 2.22 g of 5-ethoxy-carbonylmethylidene-7-chloro-1-[2-methyl-4-(2-methylbenzoyl-amino)benzoyl]-2,3,4,5-tetrahydro-1H-benzoazepine as a mixture of the E form and the Z form.

출처