Реакция #4387

Уравнение реакции

2-amino-3-hydroxypyridine

2-methylbenzyl chloride

→

2-amino-3-(2-methylbenzyloxy)pyridine

Растворители

sodium hydroxide

methylene chloride

Условия реакции

Обработка

1. 1
   Другоеthe organic layer was separated
2. 2
   Экстракцияthe aqueous layer was extracted with methylene chloride
3. 3
   ПромывкаThe combined extracts were washed with saturated sodium chloride aqueous solution
4. 4
   Сушкаdried over magnesium sulfate
5. 5
   Другоеevaporated in vacuo
6. 6
   ДругоеThe crystalline residue was recrystallized from ethyl acetate

Методика

To a mixture of 2-amino-3-hydroxypyridine (7 g) and Adogen 464 (Trademark: prepared by Aldrich Chemical Co.) (0.4 g) in 40% aqueous sodium hydroxide (32 ml) and methylene chloride (32 ml) was added 2-methylbenzyl chloride (8.42 ml) at ambient temperature. After being stirred for 24 hours, the organic layer was separated and the aqueous layer was extracted with methylene chloride. The combined extracts were washed with saturated sodium chloride aqueous solution, dried over magnesium sulfate, and evaporated in vacuo. The crystalline residue was recrystallized from ethyl acetate to give 2-amino-3-(2-methylbenzyloxy)pyridine (7.56 g).

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