Dimethylformamide → HCID 22459155, Verbindung

HRID 2185030Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2185030
FC1(C2C=CC=C([O:15][CH2:16][CH2:17][CH2:18][O:19][C:20]3[CH:25]=[CH:24][C:23]([O:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)=[CH:22][C:21]=3[CH2:33][CH2:34][CH3:35])C=2)SC(=O)NC1=O.O([C:43]1[CH:48]=[CH:47][C:46](O)=[C:45]([CH2:50][CH2:51]C)[CH:44]=1)C1C=CC=CC=1.[C:53](=O)([O-])[O-:54].[Cs+].[Cs+].CN(C=[O:63])C>>[CH2:33]([C:21]1[CH:22]=[C:23]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:24]=[CH:25][C:20]=1[O:19][CH2:18][CH2:17][CH2:16][O:15][C:48]1[CH:43]=[CH:44][C:45]([CH2:50][C:51]([O:54][CH3:53])=[O:63])=[CH:46][CH:47]=1)[CH2:34][CH3:35]

Komponenten

5

Edukt 4

HCID 6228DimethylformamideHCID 10796Cesium carbonateHCID 9848632HCID 9848632, VerbindungHCID 154629044-Phenoxy-2-propylphenol

Produkt 1

HCID 22459155HCID 22459155, Verbindung

Versuchsvorschrift

A solution of the product from Step A (11.0 g, 38.58 mmol), 4-phenoxy-2-propylphenol (PCT Application WO97/28115; 8.0 g, 35.07 mmol) and cesium carbonate (12.0 g, 36.82 mmol) in DMF (80 mL) was stirred at 40° C. overnight. The reaction mixture was partitioned between ethyl acetate and 0.2N HCl. The organic layer was washed twice with water, then dried over sodium sulfate. The organic layer was filtered and evaporated to an oil which was chromatographed over silica gel with 10% of ethyl acetate in hexane to afford the title compound.

Aufarbeitung

  1. customThe reaction mixture was partitioned between ethyl acetate and 0.2N HCl
  2. washThe organic layer was washed twice with water
  3. dry with materialdried over sodium sulfate
  4. filtrationThe organic layer was filtered
  5. customevaporated to an oil which
  6. customwas chromatographed over silica gel with 10% of ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-bdc8da64ba1745abb1a7d2c80f586e1b
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06399640B1

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