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Hexane → HCID 178476532, Verbindung

HRID 341695
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 341695
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]2[CH:11]=[C:10]([CH2:12][CH3:13])[C:9](B(O)O)=[C:8]([CH2:17][CH3:18])[CH:7]=2)=[CH:4][CH:3]=1.[C:21]([O-:24])(=[O:23])[CH3:22].[C:25]([O-:28])(=[O:27])[CH3:26].[C:29]([O-:32])(=[O:31])[CH3:30].C([O-])(=O)C.[Pb+4:37].CCCCCC.C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[C:21]([O-:24])(=[O:23])[CH3:22].[C:25]([O-:28])(=[O:27])[CH3:26].[C:29]([O-:32])(=[O:31])[CH3:30].[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]2[CH:11]=[C:10]([CH2:12][CH3:13])[C:9]([Pb+3:37])=[C:8]([CH2:17][CH3:18])[CH:7]=2)=[CH:4][CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 8058HexaneHCID 11430Potassium CarbonateHCID 594505014'-Chloro-3,5-diethylbiphen-4-ylboronic acidHCID 178418268HCID 178418268, Verbindung

Produkt 1

HCID 178476532HCID 178476532, VerbindungAusbeute 45,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212
Chloroform
Lösungsmittel

Versuchsvorschrift

4′-Chloro-3,5-diethylbiphen-4-ylboronic acid (2.1 g, 0.007 mol) is added to a mixture of lead tetraacetate (3.67 g, 0.008 mol) and mercuric acetate (0.12 g, 5 mol %) in chloroform (15 ml) and the reaction mixture is stirred for 15 minutes at room temperature under an atmosphere of nitrogen, then stirred and heated at 40° C. for 4 hours. The reaction mixture is cooled to ambient temperature, filtered through a plug of diatomaceous earth and concentrated under reduced pressure to give an orange solid. Trituration with hexane (20 ml) affords a yellow solid which is dried under high vacuum. The solid is dissolved in chloroform (50 ml) and anhydrous potassium carbonate (11.6 g, 0.084 mol) is added. The suspension is stirred rapidly for 10 minutes, then filtered through plug of diatomaceous earth. The filtrate is concentrated under reduced pressure to give 4′-chloro-3,5-diethylbiphen-4-yllead triacetate (2.0 g) as a cream solid.

Aufarbeitung

  1. stirringstirred
  2. temperatureheated at 40° C. for 4 hours
  3. temperatureThe reaction mixture is cooled to ambient temperature
  4. filtrationfiltered through a plug of diatomaceous earth
  5. concentrationconcentrated under reduced pressure
  6. customto give an orange solid
  7. customis dried under high vacuum
  8. dissolutionThe solid is dissolved in chloroform (50 ml)
  9. stirringThe suspension is stirred rapidly for 10 minutes
  10. filtrationfiltered through plug of diatomaceous earth
  11. concentrationThe filtrate is concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-32e63a74203444eda9fa2548e8363532
Quelldatensatz
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08895761B2

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