Potassium Carbonate → HCID 21877064, Verbindung

HRID 353101Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 353101
C(=O)([O-])[O-].[K+].[K+].[Br:7][C:8]1[CH:9]=[C:10]([SH:15])[CH:11]=[C:12]([Br:14])[CH:13]=1.Cl[CH:17]([C:22](=[O:25])[CH2:23][CH3:24])[C:18](=[O:21])[CH2:19][CH3:20]>CC(C)=O>[Br:7][C:8]1[CH:9]=[C:10]([S:15][CH:17]([C:22](=[O:25])[CH2:23][CH3:24])[C:18](=[O:21])[CH2:19][CH3:20])[CH:11]=[C:12]([Br:14])[CH:13]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 218770573,5-Dibromobenzene-1-thiolHCID 218770754-Chloroheptane-3,5-dione

Produkt 1

HCID 21877064HCID 21877064, VerbindungAusbeute 72,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Potassium carbonate (1.9 g, 14 mmol) was added to a solution of 3,5-dibromobenzenethiol (2.84 g, 10.5 mmol) (Preparation 48) and 4-chloroheptane-3,5-dione (1.7 g, 10.5 mmol) (Preparation 40) in acetone (12 ml) producing a white suspension. The mixture was stirred at room temperature for 15 hours. The mixture was concentrated under reduced pressure and the residue was partitioned between dichloromethane (100 ml) and 1N hydrochloric acid (70 ml). The aqueous layer was extracted with further dichloromethane (2×100 ml). The combined organic layers were washed with brine (50 ml), dried over magnesium sulphate, filtered and concentrated under reduced pressure to leave a pink oil. The crude product was purified by flash chromatography on silica gel eluting with pentane:dichloromethane (1:1, by volume) to provide the title compound (3 g) as a pink oil.

Aufarbeitung

  1. customproducing a white suspension
  2. concentrationThe mixture was concentrated under reduced pressure
  3. customthe residue was partitioned between dichloromethane (100 ml) and 1N hydrochloric acid (70 ml)
  4. extractionThe aqueous layer was extracted with further dichloromethane (2×100 ml)
  5. washThe combined organic layers were washed with brine (50 ml)
  6. dry with materialdried over magnesium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customto leave a pink oil
  10. customThe crude product was purified by flash chromatography on silica gel eluting with pentane:dichloromethane (1:1, by volume)

Quellen und Nachweise

ORD-Eintrag
ord-e840d8e7adea4a6aa944b26918715985
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06750230B2

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