Reacción #4387

Ecuación de reacción

2-amino-3-hydroxypyridine

2-methylbenzyl chloride

→

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

Disolventes

sodium hydroxide

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe organic layer was separated
2. 2
   Extracciónthe aqueous layer was extracted with methylene chloride
3. 3
   LavadoThe combined extracts were washed with saturated sodium chloride aqueous solution
4. 4
   Secadodried over magnesium sulfate
5. 5
   Otroevaporated in vacuo
6. 6
   OtroThe crystalline residue was recrystallized from ethyl acetate

Procedimiento

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).

Fuente