반응 #68976

반응 방정식

4-Bromophenol

Sodium hydride

HCl

2-fluoropyridine

→

2-(4-bromo-phenoxy)pyridine

수율 77.2%

용매

DMF

반응 조건

후처리

1. 1
   온도the reaction medium is heated at 105° C. for 7 h
2. 2
   기타After hydrolysis
3. 3
   추출The reaction medium is then extracted with ethyl acetate
4. 4
   세척The organic phase is washed with a saturated aqueous sodium chloride solution
5. 5
   건조dried over MgSO4
6. 6
   농축concentrated to dryness
7. 7
   기타The crude product obtained
8. 8
   기타is chromatographed on silica gel, elution

실험 절차

4-Bromophenol (2 g, 11.5 mmol) is placed in 10 ml of anhydrous DMF under nitrogen. Sodium hydride (0.51 g, 127 mmol) is added. After stirring for 20 min at ambient temperature, 2-fluoropyridine (1.05 ml, 12.1 mmol) is added and the reaction medium is heated at 105° C. for 7 h. After hydrolysis, the pH is adjusted to 8 with a 1N aqueous solution of HCl. The reaction medium is then extracted with ethyl acetate. The organic phase is washed with a saturated aqueous sodium chloride solution, dried over MgSO4 and concentrated to dryness. The crude product obtained is chromatographed on silica gel, elution being carried out with a gradient of ethyl acetate in heptane ranging from 0% to 30%. 2.22 g of expected 2-(4-bromo-phenoxy)pyridine are obtained,

출처