تفاعل #1195385

معادلة التفاعل

6-phenyl pyridone

phosphoryl bromide

sodium carbonate

→

2-bromo-6-phenyl pyridine

المردود 76.0%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   أخرىThen the layers are separated
2. 2
   استخلاصthe aqueous layer is extracted with ethyl acetate (50 ml)
3. 3
   تجفيفThe combined organic layers are dried with anhydrous magnesium sulphate
4. 4
   أخرىthe solvent is evaporated in vacuo
5. 5
   أخرىThe crude product is crystallized from aqueous ethanol
6. 6
   أخرىSubsequent purification by flash chromatography (silica gel, hexane/ethyl acetate 9/1 v/v)

الإجراء التجريبي

A mixture of 6-phenyl pyridone (3 g, 17.5 mmol; prepared according to Example 6) and phosphoryl bromide (7.2 g, 25.0 mmol) is heated to 100° C. for 5 h. The cooled mixture is poured into water (40 ml) and the pH is adjusted to 9 by addition of saturated aqueous sodium carbonate. Then the layers are separated and the aqueous layer is extracted with ethyl acetate (50 ml). The combined organic layers are dried with anhydrous magnesium sulphate and the solvent is evaporated in vacuo. The crude product is crystallized from aqueous ethanol. Subsequent purification by flash chromatography (silica gel, hexane/ethyl acetate 9/1 v/v) gives 2-bromo-6-phenyl pyridine (3.1 g, 76% of th.) as light brown crystals with mp 50° C.

المصدر