Cesium carbonate → HCID 67316436, Verbindung

HRID 533257Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 533257
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[NH:6]2.Br[CH2:17][CH2:18][CH2:19][O:20][C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][CH:22]=1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C)C=O.CCOCC.O>[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:6]2[CH2:17][CH2:18][CH2:19][O:20][C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][CH:22]=1

Komponenten

7

Edukt 3

HCID 10796Cesium carbonateHCID 10989255Ethyl 4-bromo-1H-indole-2-carboxylateHCID 129593811-(3-Bromopropoxy)naphthalene

Produkt 1

HCID 67316436HCID 67316436, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of EXAMPLE 106A (5.5 g) in N,N-dimethylformamide (60 mL) was added 1-(3-bromopropoxy)naphthalene (5.4 g) and Cs2CO3 (22 g). The mixture was stirred overnight at room temperature. The mixture was diluted with ether (300 mL) and water (200 mL). The aqueous layer was extracted with ether twice. The combined extracts were washed with water (×3), brine and dried over Na2SO4. Concentration of the mixture gave crude product, which was purified by flash chromatography (2% ethyl acetate in hexane).

Aufarbeitung

  1. extractionThe aqueous layer was extracted with ether twice
  2. washThe combined extracts were washed with water (×3), brine
  3. dry with materialdried over Na2SO4
  4. customConcentration of the mixture gave crude product, which
  5. customwas purified by flash chromatography (2% ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-0beeba05f1be42729f9f0b8214b9419d
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853209B2

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