Dimethylformamide → HCID 57294109, Verbindung

HRID 1769032Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1769032
[CH3:1][CH2:2][O:3][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[C:15]([CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)=[O:16].[C:23]([CH2:27][O:28][CH2:29][CH2:30]Br)([O:25][CH3:26])=[O:24].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH3:1][CH2:2][O:3][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[C:15]([CH:17]1[CH2:18][CH2:19][N:20]([CH2:30][CH2:29][O:28][CH2:27][C:23]([O:25][CH3:26])=[O:24])[CH2:21][CH2:22]1)=[O:16]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 15228076HCID 15228076, VerbindungHCID 18946503Methyl (2-bromoethoxy)acetate

Produkt 1

HCID 57294109HCID 57294109, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

Mix 1-[[(2-ethoxy)ethyl]-1H-benzimidazol-2-yl][1-(4-piperidinyl)]methanone (3.89 g, 12.91 mmol), carbomethoxy methoxy ethylbromide (3.01 g, 15.3 mmol), potassium carbonate (5.29 g, 38.25 mmol) and dimethylformamide (100 mL). Stir and heat and at 90° C. overnight. Allow to cool to room temperature, dilute with water and extract with ethyl acetate (2×). Wash the combined organic phases with water (3×), then brine and dry (MgSO4). Evaporate the solvent in vacuo to give and purify by chromatography to give the title compound.

Aufarbeitung

  1. temperatureto cool to room temperature
  2. extractionextract with ethyl acetate (2×)
  3. washWash the combined organic phases with water (3×)
  4. dry with materialbrine and dry (MgSO4)
  5. customEvaporate the solvent in vacuo
  6. customto give
  7. custompurify by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-db487e8cddab40ceaad5bdbe49b36991
Quelldatensatz
uspto-grants-1995_01
Patentnummer
US05380731

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