Reaktion #664821

Reaktionsgleichung

sodium hydroxide

2-methyl-indan-1-one

ammonia

→

2-Amino-2-methyl-indan-1-one

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigede-gassed
2. 2
   Sonstigeby periodic evacuating
3. 3
   Sonstigeflushing with nitrogen (3×)
4. 4
   workup.ADDITIONis added over 30 minutes
5. 5
   workup.STIRRINGStirring
6. 6
   TemperaturWhen cool
7. 7
   Extraktionextracted with ethyl acetate (2×200 mL)
8. 8
   ExtraktionThe organic extract
9. 9
   Einengenis concentrated to a volume of 200 ml
10. 10
    Extraktionthe product is extracted into aqueous HCl (200 mL, 1M)
11. 11
    SonstigeThe acidic aqueous phase is separated
12. 12
    Extraktionextracted with ethyl acetate (2×100 mL)
13. 13
    SonstigeThe organic layer is separated
14. 14
    Trocknendried (Na2SO4)
15. 15
    Sonstigethe solvent removed
16. 16
    Sonstigeto give an orange oil

Vorschrift

According to the procedure of Farnum et. al (Synthesis 1972, 191-192), water (1.35 L) is stirred at 80° C. and de-gassed by periodic evacuating and flushing with nitrogen (3×). K3FeCN6 (202 g, 615 mmol) and 2-methyl-indan-1-one (20 g, 1.37 mmol) are added. The mixture is stirred rapidly under nitrogen at 80° C. while aqueous concentrated ammonia solution (105 mL) is added over 30 minutes. Stirring is continued at 80° C. for 20 hours. When cool, the solution is made alkaline by addition of sodium hydroxide (2 g) and extracted with ethyl acetate (2×200 mL). The organic extract is concentrated to a volume of 200 ml and the product is extracted into aqueous HCl (200 mL, 1M). The acidic aqueous phase is separated, gasified with sodium hydroxide, and extracted with ethyl acetate (2×100 mL). The organic layer is separated, dried (Na2SO4) and the solvent removed to give an orange oil.

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