Ethyl bromoacetate → HCID 14385110, Verbindung

HRID 62170

Reaktionsgleichung

Reaktionsgleichung von HRID 62170
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:6][C:7]3[C:12]([C:13]=2[CH:14]=1)=[CH:11][C:10]([Br:15])=[CH:9][CH:8]=3.[OH-].[K+].Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>CN(C)C=O.C(OCC)(=O)C>[Br:15][C:10]1[CH:9]=[CH:8][C:7]2[N:6]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:5]3[C:13]([C:12]=2[CH:11]=1)=[CH:14][C:2]([Br:1])=[CH:3][CH:4]=3

Komponenten

6

Edukt 3

HCID 7748Ethyl bromoacetateHCID 14797Potassium HydroxideHCID 2748743,6-Dibromocarbazole

Produkt 1

HCID 14385110HCID 14385110, VerbindungAusbeute 96,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 3,6-dibromocarbazole (325.0 mg, 1.0 mmol, 1 equiv) in anhydrous N,N-dimethylformamide (5 mL) was added crushed KOH (67.3 mg, 1.2 mmol, 1.2 equiv). The mixture was stirred for 30 minutes. Ethyl bromoacetate (277.2 μL, 2.5 mmol, 2.5 equiv) was added into the mixture and it was stirred at room temperature overnight. The reaction crude was diluted with ethyl acetate (30 mL) and washed with 1M HCl and water. The organic layer was dried with MgSO4 and the concentrated to afford 396.3 mg white solid as product (96.4%).

Aufarbeitung

  1. stirringwas stirred at room temperature overnight
  2. customThe reaction crude
  3. washwashed with 1M HCl and water
  4. dry with materialThe organic layer was dried with MgSO4
  5. concentrationthe concentrated

Quellen und Nachweise

ORD-Eintrag
ord-13705633f74f46e1b213b36410727bb9
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09446022B2

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