Reaktion #557262

Reaktionsgleichung

Na2CO3

KNO3

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

→

4,4-dimethyl-7-nitro-1,2,3,4-tetrahydro-quinoline

Ausbeute 50.9%

Lösungsmittel

H2SO4

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat 0° C
2. 2
   workup.ADDITIONAfter addition
3. 3
   ExtraktionThe mixture was extracted with ethyl acetate (3×200 mL)
4. 4
   WaschenThe combined extracts were washed with water and brine
5. 5
   Trocknendried over Na2SO4
6. 6
   Einengenconcentrated

Vorschrift

To a mixture of 4,4-dimethyl-1,2,3,4-tetrahydro-quinoline (33 g, 0.2 mol) in H2SO4 (120 mL) was slowly added KNO3 (20.7 g, 0.2 mol) at 0° C. After addition, the mixture was stirred at room temperature for 2 h, carefully poured into ice water and basified with Na2CO3 to pH 8. The mixture was extracted with ethyl acetate (3×200 mL). The combined extracts were washed with water and brine, dried over Na2SO4 and concentrated to give 4,4-dimethyl-7-nitro-1,2,3,4-tetrahydro-quinoline (21 g, 50%).

Quelle