تفاعل #68976

معادلة التفاعل

4-Bromophenol

Sodium hydride

HCl

2-fluoropyridine

→

2-(4-bromo-phenoxy)pyridine

المردود 77.2%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction medium is heated at 105° C. for 7 h
2. 2
   أخرىAfter hydrolysis
3. 3
   استخلاصThe reaction medium is then extracted with ethyl acetate
4. 4
   غسيلThe organic phase is washed with a saturated aqueous sodium chloride solution
5. 5
   تجفيفdried over MgSO4
6. 6
   تركيزconcentrated to dryness
7. 7
   أخرىThe crude product obtained
8. 8
   أخرىis chromatographed on silica gel, elution

الإجراء التجريبي

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,

المصدر