Reaktion #65374

Reaktionsgleichung

4-tert-butyl-N-[5-(2-chloro-5-methoxy-phenoxy)-6-chloromethyl-2-(morpholin-4-yl)-pyrimidin-4-yl]-benzenesulphonamide

sodium glycolate

sodium

→

4-tert-butyl-N-[5-(2-chloro-5methoxy-phenoxy)-6-(2-hydroxy-ethoxymethyl)-2-(morpholin-4-yl)-pyrimidin-4-yl]-benzenesulphonamide

Lösungsmittel

ethylene glycol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONThereafter, the ethylene glycol was distilled off
2. 2
   Sonstigethe residue was partitioned between ethyl acetate and 1 N hydrochloric acid
3. 3
   WaschenThe organic phase was washed with water
4. 4
   Trocknendried over sodium sulphate
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   SonstigeThe residue was chromatographed over silica gel with ether

Vorschrift

1 g of 4-tert-butyl-N-[5-(2-chloro-5-methoxy-phenoxy)-6-chloromethyl-2-(morpholin-4-yl)-pyrimidin-4-yl]-benzenesulphonamide was added to a sodium glycolate solution from 2.5 g of ethylene glycol and 0.12 g of sodium. The reaction mixture was stirred at 80° C. under argon for 72 hours. Thereafter, the ethylene glycol was distilled off and the residue was partitioned between ethyl acetate and 1 N hydrochloric acid. The organic phase was washed with water, dried over sodium sulphate and the solvent was distilled off. The residue was chromatographed over silica gel with ether. There was obtained 0.85g of 4-tert-butyl-N-[5-(2-chloro-5methoxy-phenoxy)-6-(2-hydroxy-ethoxymethyl)-2-(morpholin-4-yl)-pyrimidin-4-yl]-benzenesulphonamide. m.p 162°-164° C., MS: M=606.

Quelle