Reaktion #736376

Reaktionsgleichung

Sodium acetate

1-Benzyl-1,2,3,4-tetrahydroquinoline

dimethylformamide

POCl3

→

1-Benzyl-1,2,3,4-tetrahydro-6-quinolinecarbaldehyde

Lösungsmittel

water

1,2-dichloroethane

1,2-dichloroethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm
2. 2
   workup.ADDITIONwas then added
3. 3
   Temperaturthe mixture refluxed 1 hour
4. 4
   Temperaturcooled to room temperature
5. 5
   workup.ADDITIONwas added
6. 6
   Temperaturthe mixture refluxed for 15 minutes
7. 7
   SonstigeThe layers were separated
8. 8
   Extraktionthe aqueous layer extracted 2×10 ml ether

Vorschrift

To dimethylformamide (1.7 ml, 0.022 mol) at 0° C. was added dropwise POCl3 (2.0 ml, 0.022 mol) and the mixture allowed to warm and stirred at ambient temperature for 20 minutes, then diluted with 1,2-dichloroethane (5 ml). 1-Benzyl-1,2,3,4-tetrahydroquinoline (4.5 g, 0.020 mol) dissolved in 5 ml of 1,2-dichloroethane was then added and the mixture refluxed 1 hour, then cooled to room temperature. Sodium acetate (9.0g, 0.11 mol), dissolved in the minimum necessary water, was added and the mixture refluxed for 15 minutes. The layers were separated and the aqueous layer extracted 2×10 ml ether.

Quelle