반응 #53319

반응 방정식

hydrochloric acid

triethylamine

2-nitrobenzenesulfonyl chloride

glycine ethyl ester hydrochloride

→

title compound

수율 83.0%

ethyl 2-[(2-nitrobenzenesulfonyl)amino]acetate

수율 83.0%

용매

methylene chloride

반응 조건

후처리

1. 1
   온도under cooling with ice
2. 2
   온도under cooling with ice
3. 3
   추출followed by extraction with methylene chloride
4. 4
   세척The organic layer was washed with saturated aqueous solution of sodium hydrogencarbonate
5. 5
   건조saturated sodium chloride solution, and dried over anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
7. 7
   세척the precipitated crystals were washed with a mixed solvent of n-hexane and diethyl ether
8. 8
   여과collected by filtration
9. 9
   기타air-dried

실험 절차

To a suspension of glycine ethyl ester hydrochloride (9.45 g) in methylene chloride (100 ml) were added triethylamine (18.9 ml) and 2-nitrobenzenesulfonyl chloride (10.0 g) in succession under cooling with ice and the mixture was stirred at room temperature for 2 days. To the reaction mixture was added 1N hydrochloric acid under cooling with ice, followed by extraction with methylene chloride. The organic layer was washed with saturated aqueous solution of sodium hydrogencarbonate, then saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the precipitated crystals were washed with a mixed solvent of n-hexane and diethyl ether, collected by filtration and air-dried to obtain the title compound (10.8 g).

출처