반응 #65374

반응 방정식

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

용매

ethylene glycol

반응 조건

후처리

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

실험 절차

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.

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