Reaktion #74781

Reaktionsgleichung

water

2,3-epoxy-1,2,3,4-tetrahydronaphthalene

2-pyridyl lithium

→

2-(3-Hydroxy-1,2,3,4-tetrahydronaphthalenyl)-pyridine

Lösungsmittel

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter addition
2. 2
   workup.WAITto come to room temperature over several hours
3. 3
   Temperaturcooled again
4. 4
   Sonstigethe product purified by chromatography in neutral alumina

Vorschrift

A solution of 25 g of 2,3-epoxy-1,2,3,4-tetrahydronaphthalene in 250 ml ether is added to a solution of 2-pyridyl lithium (prepared from 2-bromopyridine and butyllithium) cooled to -20° C. After addition, the mixture is allowed to come to room temperature over several hours, then cooled again and treated with water. The separated, dried organics are taken to dryness, and the product purified by chromatography in neutral alumina.

Quelle