4-Bromophenacyl bromide → HCID 89826358, Verbindung

HRID 2272959Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2272959
C(=O)([O-])[O-].[K+].[K+].[NH:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[C:12]#[N:13].Br[CH2:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([Br:24])=[CH:20][CH:19]=1)=[O:17]>CN(C=O)C.ClCCl>[Br:24][C:21]1[CH:22]=[CH:23][C:18]([C:16](=[O:17])[CH2:15][N:7]2[CH:11]=[CH:10][CH:9]=[C:8]2[C:12]#[N:13])=[CH:19][CH:20]=1

Komponenten

6

Edukt 3

HCID 74544-Bromophenacyl bromideHCID 11430Potassium CarbonateHCID 138277Pyrrole-2-carbonitrile

Produkt 1

HCID 89826358HCID 89826358, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

5.53 g (40.0 mmol) Potassium carbonate is added to a solution of 1.70 ml (20.0 mmol) pyrrole-2-carbonitrile and 8.34 g (30.0 mmol) 2,4′-dibromoacetophenone in 40 ml DMF. The resulting suspension is stirred for 1 hour at room temperature. The reaction mixture is diluted with dichloromethane and filtered with suction. The residue is washed with dichloromethane. The filtrate is evaporated and the residue is chromatographed on a silica gel column with cyclohexane/ethyl acetate as eluent to give 1-[2-(4-bromo-phenyl)-2-oxo-ethyl]-1H-pyrrole-2-carbonitrile as light orange solid; HPLC/MS 2.80 (B), [M+H] 289/291.

Aufarbeitung

  1. filtrationfiltered with suction
  2. washThe residue is washed with dichloromethane
  3. customThe filtrate is evaporated
  4. customthe residue is chromatographed on a silica gel column with cyclohexane/ethyl acetate as eluent

Quellen und Nachweise

ORD-Eintrag
ord-a914ffa5054949d3b1bab44b8892ff90
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09120805B2

Notizen zur Reaktion

Wird geladen…