反応 #68976

反応方程式

4-Bromophenol

Sodium hydride

HCl

2-fluoropyridine

→

2-(4-bromo-phenoxy)pyridine

収率 77.2%

溶媒

DMF

反応条件

後処理

1. 1
   温度the reaction medium is heated at 105° C. for 7 h
2. 2
   その他After hydrolysis
3. 3
   抽出The reaction medium is then extracted with ethyl acetate
4. 4
   洗浄The organic phase is washed with a saturated aqueous sodium chloride solution
5. 5
   乾燥dried over MgSO4
6. 6
   濃縮concentrated to dryness
7. 7
   その他The crude product obtained
8. 8
   その他is chromatographed on silica gel, elution

実験手順

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,

出典