Acetic Anhydride → 3-Acetyl-1-(2-acetylaminoethyl)-2,5-dimethylpyrrole

HRID 1089435Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1089435
[C:1]([NH:4][CH2:5][CH2:6][N:7]1[C:11]([CH3:12])=[CH:10][CH:9]=[C:8]1[CH3:13])(=[O:3])[CH3:2].[C:14](OC(=O)C)(=[O:16])[CH3:15].COCCOC>CCOCC.[Cl-].[Zn+2].[Cl-]>[C:14]([C:10]1[CH:9]=[C:8]([CH3:13])[N:7]([CH2:6][CH2:5][NH:4][C:1](=[O:3])[CH3:2])[C:11]=1[CH3:12])(=[O:16])[CH3:15]

Komponenten

6

Edukt 3

HCID 7918Acetic AnhydrideHCID 80711,2-DimethoxyethaneHCID 13770049N-(2-(2,5-Dimethyl-1H-pyrrol-1-yl)ethyl)acetamide

Produkt 1

HCID 145367523-Acetyl-1-(2-acetylaminoethyl)-2,5-dimethylpyrrole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3007855ZincchlorideKatalysatorHCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

13.7 g (0.1 mol) of anhydrous zinc chloride are dissolved in 100 ml of ether and the solution is added to 18.0 g (0.1 mol) of 1-(2-acetylaminoethyl)-2,5-dimethylpyrrole and 9.5 ml (0.1 mol) of acetic anhydride in 50 ml of ether. After 1 hour at room temperature, 50 ml of ethylene glycol dimethyl ether are added and stirring is continued for 20 hours. After the hydrolysis, the organic phase is concentrated, the residue is chromatographed and the product is recrystallized from ethyl acetate.

Aufarbeitung

  1. waitis continued for 20 hours
  2. customAfter the hydrolysis
  3. concentrationthe organic phase is concentrated
  4. customthe residue is chromatographed
  5. customthe product is recrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-59c3126467824be7ae7abe85ece5af9a
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04966901

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