Reaktion #356578

Reaktionsgleichung

2-Cyano-N-(1,1-dimethylethyl)-2-[(diphenylmethylene)amino]acetamide

ethyl acetate

HCl

→

2-amino-2-cyano-N-(1,1-dimethylethyl)-acetamide hydrochloride

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeequipped with a nitrogen inlet, a gas outlet tube
2. 2
   Temperaturreflux condenser
3. 3
   Temperaturthermometer, mechanical stirrer, and maintained under a positive pressure of nitrogen
4. 4
   Temperaturgradually cooled to room temperature
5. 5
   Sonstige) The resulting layers were separated
6. 6
   Extraktionthe aqueous phase was extracted with CH2Cl2 (4 L)
7. 7
   ExtraktionThe combined organic solutions were extracted with aqueous HCl (1N, 2×0.5 L)
8. 8
   Einengenconcentrated under reduced pressure

Vorschrift

2-Cyano-N-(1,1-dimethylethyl)-2-[(diphenylmethylene)amino]acetamide 4 (900 g, 2.818 mol), ethyl acetate (4.5 L) and aqueous HCl (1 N, 4.5 L) were placed into a 12 L three-necked flask equipped with a nitrogen inlet, a gas outlet tube, reflux condenser, thermometer, mechanical stirrer, and maintained under a positive pressure of nitrogen. The mixture was heated on an oil bath at 60° C. for 4 hours with vigorous stirring, gradually cooled to room temperature, and then slowly diluted with CH2Cl2 (4 L). (Thin layer chromatography (EtOAc/hexanes=1/4) indicated no more starting material was present.) The resulting layers were separated and the aqueous phase was extracted with CH2Cl2 (4 L). The combined organic solutions were extracted with aqueous HCl (1N, 2×0.5 L). The aqueous extracts were combined and concentrated under reduced pressure to yield 490 g (2.557 mol) of 2-amino-2-cyano-N-(1,1-dimethylethyl)-acetamide hydrochloride 5.HCl.

Quelle