Benzyl Bromide → HCID 18355353, Verbindung

HRID 429648Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 429648
[CH:1]([C:3]1[C:11]2[C:10]([C:12]([OH:14])=[O:13])=[CH:9][CH:8]=[CH:7][C:6]=2[NH:5][CH:4]=1)=[O:2].C(=O)([O-])[O-].[K+].[K+].[CH2:21](Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C)C=O.C(OCC)(=O)C.O>[CH:1]([C:3]1[C:11]2[C:10]([C:12]([O:14][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:13])=[CH:9][CH:8]=[CH:7][C:6]=2[NH:5][CH:4]=1)=[O:2]

Komponenten

7

Edukt 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 219013933-Formyl-1H-indole-4-carboxylic acid

Produkt 1

HCID 18355353HCID 18355353, VerbindungAusbeute 90,3 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a suspension of 3-formylindole-4-carboxylic acid (390 mg) and potassium carbonate (285 mg) in N,N-dimethylformamide (10 ml) was added benzyl bromide (353 mg) at ambient temperature and the mixture was stirred for 4 hours. The resulting mixture was diluted with ethyl acetate and water, then the layers were separated. The organic layer was washed with brine, dried over magnesium sulfate and concentrated in vacuo. The residual solid was triturated with diethyl ether:n-hexane (1:6) to give benzyl 3-formylindole-4-carboxylate (520 mg).

Aufarbeitung

  1. customthe layers were separated
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residual solid was triturated with diethyl ether:n-hexane (1:6)

Quellen und Nachweise

ORD-Eintrag
ord-3dd551704da64c66bc87e665d4356671
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06316482B1

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