Reaktion #4387

Reaktionsgleichung

2-amino-3-hydroxypyridine

2-methylbenzyl chloride

→

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

Lösungsmittel

sodium hydroxide

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe organic layer was separated
2. 2
   Extraktionthe aqueous layer was extracted with methylene chloride
3. 3
   WaschenThe combined extracts were washed with saturated sodium chloride aqueous solution
4. 4
   Trocknendried over magnesium sulfate
5. 5
   Sonstigeevaporated in vacuo
6. 6
   SonstigeThe crystalline residue was recrystallized from ethyl acetate

Vorschrift

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).

Quelle