Reaktion #630474

Reaktionsgleichung

lithium aluminum hydride

3,4-dihydro-7-(2-quinolinylmethoxy)-1(2H)-naphthalenone

→

white crystals

Ausbeute 62.0%

1,2,3,4-Tetrahydro-7-(2-quinolinylmethoxy)-1-naphthalenol

Ausbeute 62.0%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe ice bath is removed and after 1 hour the reaction
2. 2
   SonstigeThe crude product is recrystallized from ethylacetate/hexane

Vorschrift

To a solution of 0.62 g (16.33 mmol) lithium aluminum hydride in 80 mL tetrahydrofuran under nitrogen at 0° C. is added dropwise with stirring a solution of 5.0 g (16.48 mmol) of 3,4-dihydro-7-(2-quinolinylmethoxy)-1(2H)-naphthalenone over 1 minute. The ice bath is removed and after 1 hour the reaction is worked up according to Micovic and Mihailovic1. The crude product is recrystallized from ethylacetate/hexane and affords 3.1 g (62%) of white crystals, m.p. 113°-115° C.

Quelle