Реакция #366853

Уравнение реакции

2-chloro-4-hydroxymethylpyridine

methylamine

→

4-hydroxymethyl-2-(methylamino)pyridine

Выход 46.0%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   Другое(prepared
2. 2
   Температураto cool
3. 3
   Другоеthe mixture partitioned between saturated aqueous sodium hydrogen carbonate solution and ethyl acetate
4. 4
   ДругоеThe organic layer was separated
5. 5
   Сушкаdried (MgSO4)
6. 6
   Другоеthe volatiles removed by evaporation
7. 7
   ДругоеThe residue was purified by column chromatography
8. 8
   Промывкаeluting with ethyl acetate

Методика

A mixture of 2-chloro-4-hydroxymethylpyridine (1.0 g, 7 mmol), (prepared as described for the starting material in Example 58), and methylamine (30 ml of a 30% solution in ethanol) was heated in a Carius tube for 16 hours at 200° C. The mixture was allowed to cool and the mixture partitioned between saturated aqueous sodium hydrogen carbonate solution and ethyl acetate. The organic layer was separated, dried (MgSO4) and the volatiles removed by evaporation. The residue was purified by column chromatography eluting with ethyl acetate to give 4-hydroxymethyl-2-(methylamino)pyridine (440 mg, 46%) as a yellow oil.

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