Reaktion #2045108

Reaktionsgleichung

1-methyl-2-trichloroacetyl-1H-pyrrole

nitric acid

→

1-Methyl-4-nitro-2-trichloroacetyl-1H-pyrrole

Lösungsmittel

acetic anhydride

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture is slowly warmed to RT
2. 2
   workup.STIRRINGstirred vigorously for 2.5 h (initially oily deposit
3. 3
   Sonstigecrystallization)
4. 4
   FiltrationThe precipitate is filtered off with suction
5. 5
   Sonstigetriturated with 20 ml of methanol
6. 6
   Filtrationfiltered
7. 7
   Sonstigedried under reduced pressure overnight
8. 8
   SonstigeTo remove the regioisomers, which
9. 9
   Sonstigeare also formed
10. 10
    Sonstigethe product is triturated with 10 ml of acetic acid/water 1:1 for 2 h
11. 11
    Filtrationthe solid is filtered off with suction
12. 12
    Sonstigedried under reduced pressure
13. 13
    SonstigeThis gives a solid

Vorschrift

2.12 g (9.34 mmol) of 1-methyl-2-trichloroacetyl-1H-pyrrole are dissolved in 9.5 ml of acetic anhydride and cooled to −20° C., and 0.43 ml (9.34 mmol) of nitric acid is added. The mixture is slowly warmed to RT and stirred at RT for 1 h. The reaction mixture is poured into 95 g of ice and stirred vigorously for 2.5 h (initially oily deposit then crystallization). The precipitate is filtered off with suction, triturated with 20 ml of methanol, filtered and dried under reduced pressure overnight. To remove the regioisomers, which are also formed, the product is triturated with 10 ml of acetic acid/water 1:1 for 2 h, and the solid is filtered off with suction and dried under reduced pressure. This gives a solid.

Quelle