Reaktion #161224

Reaktionsgleichung

4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one

LiAlH4

Water

NaOH

→

4,4-dimethyl-1,2,3,4-tetrahydro-quinoline

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter addition
2. 2
   Temperaturslowly heated
3. 3
   Temperaturto reflux for 1 h
4. 4
   TemperaturThe mixture was then cooled to 0° C
5. 5
   Sonstigeto quench
6. 6
   Sonstigethe reaction
7. 7
   FiltrationThe solid was filtered off
8. 8
   Einengenthe filtrate was concentrated

Vorschrift

A solution of 4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one (35 g, 0.2 mol) in THF (100 mL) was added dropwise to a suspension of LiAlH4 (18 g, 0.47 mol) in THF (200 mL) at 0° C. After addition, the mixture was stirred at room temperature for 30 min and then slowly heated to reflux for 1 h. The mixture was then cooled to 0° C. Water (18 mL) and NaOH solution (10%, 100 mL) were carefully added to quench the reaction. The solid was filtered off and the filtrate was concentrated to give 4,4-dimethyl-1,2,3,4-tetrahydro-quinoline.

Quelle