Реакция #50536

Уравнение реакции

2-(4-methylphenyl)-6-methylpyridine-N-oxide

phosphorus oxychloride

→

2-(4- methylphenyl)-6-chloromethylpyridine

Растворители

chloroform

chloroform

triethylamine

chloroform

Условия реакции

Обработка

1. 1
   ДругоеAn exothermic reaction
2. 2
   Температураthe mixture was refluxed for a further 30 minutes
3. 3
   ТемператураThe mixture was then cooled
4. 4
   Промывкаwashed with ice-water
5. 5
   Другоеthe solvent evaporated under reduced pressure
6. 6
   Другоеthe residue flash-chromatographed on silica gel
7. 7
   Промывкаeluting with 33% methylene chloride in heptane

Методика

To a solution of 2-(4-methylphenyl)-6-methylpyridine-N-oxide (2.8 g) in 1.0 ml of chloroform was added simultaneously phosphorus oxychloride (1.48 ml) in 10 ml of chloroform and triethylamine (2.22 ml) in 10 ml of chloroform, over a period of 15 minutes. An exothermic reaction took place initially, and then the mixture was refluxed for a further 30 minutes. The mixture was then cooled, washed with ice-water, the solvent evaporated under reduced pressure, and the residue flash-chromatographed on silica gel, eluting with 33% methylene chloride in heptane, to yield 1 g of 2-(4- methylphenyl)-6-chloromethylpyridine, m.p. 94° C.

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