Reaktion #514510

Reaktionsgleichung

sodium hydroxide

sodium hydroxide

2,4,6-trichlorobenzenesulphonyl chloride

3-amino-3-phenylpropionic acid

→

expected product

Ausbeute 73.5%

3-Phenyl-3-(2,4,6-trichlorobenzenesulphonamido)propionic acid

Ausbeute 73.5%

Lösungsmittel

water

dioxane

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwhile maintaining the pH at 10.5-11
2. 2
   Extraktionextracted twice with EtOAc
3. 3
   workup.ADDITIONacidified to pH=2 by addition of 6N HCl
4. 4
   SonstigeThe solid formed
5. 5
   Waschenwashed with water
6. 6
   Sonstigedried at 40° C

Vorschrift

1.15 g of 3-amino-3-phenylpropionic acid are dissolved in 25 ml of dioxane and 7 ml of 1N sodium hydroxide and 1.95 g of 2,4,6-trichlorobenzenesulphonyl chloride in 5 ml of dioxane are gradually added, while maintaining the pH at 10.5-11 by addition of 1N sodium hydroxide. After stirring for 2 hours at RT, the mixture is diluted with 100 ml of water, extracted twice with EtOAc and acidified to pH=2 by addition of 6N HCl. The solid formed is drained, washed with water and dried at 40° C. 2.09 g of the expected product are obtained, m.p.=218-219° C.

Quelle