Reaktion #83453

Reaktionsgleichung

4-nitrobenzoyl chloride

4,5-dihydropyrrolo-[1,2-a]quinoxaline

triethylamine

→

desired product

4,5-Dihydro-5-(4-nitrobenzoyl)pyrrolo[1,2-a]quinoxaline

Lösungsmittel

methylene chloride

ethyl acetate

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigefollowed by ice bath
2. 2
   Temperaturcooling
3. 3
   workup.ADDITIONaddition
4. 4
   Sonstigethe ice bath is removed
5. 5
   SonstigeThe volatiles are removed in vacuo
6. 6
   Sonstigeto give a residue which
7. 7
   WaschenThe solution is washed with water, 1N HCl, NaHCO3, and brine
8. 8
   TrocknenThe reaction mixture is dried with Na2SO4
9. 9
   Filtrationfiltered
10. 10
    Sonstigeevaporated in vacuo
11. 11
    Sonstigeto give a solid which
12. 12
    Sonstigeis purified by flash chromatography

Vorschrift

To a solution of 5 mmol of 4,5-dihydropyrrolo-[1,2-a]quinoxaline in 50 ml of methylene chloride under argon is added 10 mmol of triethylamine followed by ice bath cooling. A solution of 5 mmol of 4-nitrobenzoyl chloride in 10 ml of methylene chloride is added dropwise. Following complete addition, the ice bath is removed and the reaction mixture stirred at room temperature for 2 hours. The volatiles are removed in vacuo to give a residue which is dissolved in ethyl acetate. The solution is washed with water, 1N HCl, NaHCO3, and brine. The reaction mixture is dried with Na2SO4, filtered and evaporated in vacuo to give a solid which is purified by flash chromatography to give the desired product (from ethyl acetate) as a solid, m.p. 174°-178° C.

Quelle