Sodium Cyanide → Ethyl 4-(cyanomethyl)-1H-pyrrole-2-carboxylate

HRID 1093980Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1093980
[I-].[CH2:2]([O:4][C:5]([C:7]1[NH:11][CH:10]=[C:9]([CH2:12][N+](C)(C)C)[CH:8]=1)=[O:6])[CH3:3].[C-:17]#[N:18].[Na+]>C(O)C>[C:17]([CH2:12][C:9]1[CH:8]=[C:7]([C:5]([O:4][CH2:2][CH3:3])=[O:6])[NH:11][CH:10]=1)#[N:18]

Komponenten

4

Edukt 2

HCID 8929Sodium CyanideHCID 86662429[5-(Ethoxycarbonyl)-1H-pyrrol-3-yl]-N,N,N-trimethyl-methanaminium iodide

Produkt 1

HCID 66636709Ethyl 4-(cyanomethyl)-1H-pyrrole-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of the product obtained in Step E and sodium cyanide (0.225 g) in ethanol is heated at reflux for 72 hours. After evaporation to dryness, the residue is taken up in a mixture of CH2Cl2/water. The aqueous phase is extracted three times with CH2Cl2. The organic phases are combined. The organic phase is dried over magnesium sulphate, filtered and evaporated to dryness to yield the title product which is used directly in the next Step.

Aufarbeitung

  1. temperatureat reflux for 72 hours
  2. customAfter evaporation to dryness
  3. additionthe residue is taken up in a mixture of CH2Cl2/water
  4. extractionThe aqueous phase is extracted three times with CH2Cl2
  5. dry with materialThe organic phase is dried over magnesium sulphate
  6. filtrationfiltered
  7. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-5910f439e53f4f2da91ba9f504a899e9
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08133889B2

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