Methyl iodide → HCID 15790490, Verbindung

HRID 1609249Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1609249
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([OH:15])[CH:10]=[CH:11][C:12]=2[C:13]#[N:14])=[CH:4][CH:3]=1.O1CCC[CH2:17]1.CC(C)([O-])C.[K+].CI>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([O:15][CH3:17])[CH:10]=[CH:11][C:12]=2[C:13]#[N:14])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 6328Methyl iodideHCID 8028TetrahydrofuranHCID 157904882-(4-Chlorophenyl)-1-hydroxy-1H-pyrrole-3-carbonitrileHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 15790490HCID 15790490, VerbindungAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-(p-chlorophenyl)-1-hydroxypyrrole-3-carbonitrile (2.88 g, 0.0132 mol) and anhydrous tetrahydrofuran is added potassium tert-butoxide (1.55 g, 0.0138 mol). After 30 minutes, methyl iodide (2.06 g, 0.9 mL, 0.0145 mol) is added and the resulting slurry is stirred at room temperature for hours, diluted with water and extracted with ether. The combined ether extracts are washed sequentially with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to yield a solid. Crystallization of the solid from ether/hexanes gives the title compound as a brown solid (2.35 g, 77%), mp 105°-106° C.

Aufarbeitung

  1. extractionextracted with ether
  2. washThe combined ether extracts are washed sequentially with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customto yield a solid
  6. customCrystallization of the solid from ether/hexanes

Quellen und Nachweise

ORD-Eintrag
ord-c86c093b6a74496c8890a802be467dc4
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05399716

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