Cesium carbonate → HCID 23509148, Verbindung

HRID 1882752Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1882752
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]=[CH2:9].[F:10][C:11]([F:40])([C:30]([F:39])([F:38])[C:31]([F:37])([F:36])[C:32]([F:35])([F:34])[F:33])[CH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17]1[CH:18]=[N:19][C:20]([C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)=[N:21][CH:22]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CC(C)=O>[F:40][C:11]([F:10])([C:30]([F:38])([F:39])[C:31]([F:36])([F:37])[C:32]([F:33])([F:34])[F:35])[CH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17]1[CH:22]=[N:21][C:20]([C:23]2[CH:24]=[CH:25][C:26]([O:29][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH2:2])=[CH:27][CH:28]=2)=[N:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 759078-Bromooct-1-eneHCID 1355858974-[5-(5,5,6,6,7,7,8,8,8-Nonafluorooctyloxy)-pyrimidin-2-yl]-phenol

Produkt 1

HCID 23509148HCID 23509148, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A suspension of 8-bromo-1-octene (1.00 g, 5.24 mmol), 4-[5-(5,5,6,6,7,7,8,8,8-nonafluorooctyloxy)-pyrimidin-2-yl]-phenol (2.54 g, 5.50 mmol) and cesium carbonate (3.40 g, 10.47 mmol) in acetone (40 ml) was heated under reflux for 12 h, cooled to room temperature, washed with water and the organic layer extracted into ethyl acetate/hexane (3 times). The combined organic extracts were washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residues were purified by column chromatography [silica gel, eluted with hexane/ethyl acetate (9:1)] to yield a colorless solid, which was recrystallized from ethanol.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 12 h
  3. washwashed with water
  4. extractionthe organic layer extracted into ethyl acetate/hexane (3 times)
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried (MgSO4)
  7. customthe solvent removed in vacuo
  8. customThe residues were purified by column chromatography [silica gel, eluted with hexane/ethyl acetate (9:1)]
  9. customto yield a colorless solid, which
  10. customwas recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-6135afe76c5649b3a09bdfc2fe24d82a
Quelldatensatz
uspto-grants-2004_07
Patentnummer
US06759101B2

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