반응 #2397

반응 방정식

hydrochloric acid

1,3-propanediol

sodium hydride

4-tert-butyl-N-{6-chloro-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide

→

4-tert-butyl-N-{6-(3-hydroxypropyloxy)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide

반응 조건

후처리

1. 1
   기타The reaction mixture is reacted at 90° C. for two hours
2. 2
   기타reacted at 130° C. for one hour
3. 3
   추출extracted with ethyl acetate
4. 4
   세척the ethyl acetate layer is washed
5. 5
   기타dried
6. 6
   농축concentrated to dryness under reduced pressure
7. 7
   기타The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1)
8. 8
   기타crystallized from ethyl acetate/diisopropyl ether

실험 절차

To 1,3-propanediol (7 ml) is added sodium hydride (60% dispersion-type, 312 mg), and thereto is added 4-tert-butyl-N-{6-chloro-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide (707 mg). The reaction mixture is reacted at 90° C. for two hours, and then reacted at 130° C. for one hour. The reaction solution is acidified with 10% hydrochloric acid, and extracted with ethyl acetate, and the ethyl acetate layer is washed, dried, and concentrated to dryness under reduced pressure. The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1), and crystallized from ethyl acetate/diisopropyl ether to give 4-tert-butyl-N-{6-(3-hydroxypropyloxy)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide (315 mg) as crystals.

출처