반응 #83368

반응 방정식

Water

sodium hydride

4-Nitrophenol

2-chloroquinoline

→

2-(4-nitrophenoxy)quinoline

용매

DMF

반응 조건

후처리

1. 1
   세척previously washed with hexane)
2. 2
   workup.STIRRINGstirred for 16 hr at room temperature
3. 3
   온도by refluxing for 6 hr
4. 4
   추출the product was extracted with ethyl acetate
5. 5
   세척The ethyl acetate solution was washed with water, and 5N NaOH
6. 6
   건조dried over sodium sulfate
7. 7
   농축concentrated
8. 8
   기타The product was purified by HPLC over silica gel
9. 9
   세척eluted with ethyl acetate/hexane

실험 절차

4-Nitrophenol (41 moles, 5.1 g) was dissolved in DMF (500 ml) and treated with sodium hydride (41 mmoles previously washed with hexane). After stirring at room temperature for 1 hr, 2-chloroquinoline (40 moles, 6.5 g) was added dropwise and stirred for 16 hr at room temperature followed by refluxing for 6 hr. Water was added to the cooled solution and the product was extracted with ethyl acetate. The ethyl acetate solution was washed with water, and 5N NaOH, dried over sodium sulfate and concentrated. The product was purified by HPLC over silica gel eluted with ethyl acetate/hexane to yield 2-(4-nitrophenoxy)quinoline. 3.1 mmoles, 8%. Mass Spec (FD) 266. Calcd for C15H10N2O3 : C, 67.45; H, 3.84; N, 10.40. Found: C, 65.84; H, 3.88; N, 8.47.

출처