Reaktion #53315

Reaktionsgleichung

hydrochloric acid

Glycine ethyl ester hydrochloride

triethylamine

6-chloronaphthalene-2-sulfonyl chloride

→

title compound

Ausbeute 101.4%

ethyl 2-[(6-chloronaphthalen-2-ylsulfonyl)amino]acetate

Ausbeute 101.4%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder cooling with ice
2. 2
   Extraktionthe mixture was extracted with methylene chloride
3. 3
   WaschenThe methylene chloride layer was washed with saturated sodium chloride solution
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
6. 6
   WaschenAfter washing the resulting crystals in n-hexane
7. 7
   Filtrationthe crystals were collected by filtration
8. 8
   Sonstigeair-dried

Vorschrift

Glycine ethyl ester hydrochloride (9.88 g) was suspended in methylene chloride (500 ml), and triethylamine (20.2 ml) and then 6-chloronaphthalene-2-sulfonyl chloride (17.6 g) were added to the suspension under cooling with ice. After stirring at room temperature for 1 hour and adjusting the mixture to pH 2 by addition of 1N hydrochloric acid, the mixture was extracted with methylene chloride. The methylene chloride layer was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. After washing the resulting crystals in n-hexane, the crystals were collected by filtration and air-dried to obtain the title compound (22.4 g).

Quelle