Methane, dichloromethoxy- → 5-Trichloroacetyl-1H-pyrrole-3-carbaldehyde

HRID 241711Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 241711
[Cl:1][C:2]([Cl:11])([Cl:10])[C:3]([C:5]1[NH:6][CH:7]=[CH:8][CH:9]=1)=[O:4].[Al+3].[Cl-].[Cl-].[Cl-].Cl[CH:17](Cl)[O:18]C>C(Cl)Cl.[N+](C)([O-])=O>[Cl:11][C:2]([Cl:1])([Cl:10])[C:3]([C:5]1[NH:6][CH:7]=[C:8]([CH:17]=[O:18])[CH:9]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 21004Methane, dichloromethoxy-HCID 3214872-(Trichloroacetyl)pyrroleHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 124599775-Trichloroacetyl-1H-pyrrole-3-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23431834Dichloromethane nitromethaneLösungsmittel

Versuchsvorschrift

To a solution of the compound obtained in Step A (87 mmoles) and AlCl3 in a DCM/nitromethane mixture (80 ml/80 ml) there is added, dropwise, at −30° C., dichloro-methoxy-methane (130.5 mmoles). After stiffing for two hours, the reaction mixture is poured into 800 ml of ice-cold water. The aqueous phase is extracted with AcOEt, and then the organic phases are combined. The organic phase is washed with saturated aqueous NaCl solution, dried over sodium sulphate, filtered and evaporated to dryness to yield the title product (brown crystals), which is used directly in the next Step.

Aufarbeitung

  1. customat −30° C.
  2. extractionThe aqueous phase is extracted with AcOEt
  3. washThe organic phase is washed with saturated aqueous NaCl solution
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-460225fd0e0d4302820bcc6c2403a4a4
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653073B2

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