Sulfuric acid magnesium salt (1:1) → HCID 12507349, Verbindung

HRID 648674Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 648674
[Cl:1][C:2]1([Cl:11])[C@H:9]2[C@H:4]([CH2:5][CH2:6][CH:7]=[CH:8]2)[C@@H:3]1[OH:10].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.S([O-])([O-])(=O)=O.[Mg+2]>C(Cl)Cl>[Cl:1][C:2]1([Cl:11])[C@H:9]2[C@H:4]([CH2:5][CH2:6][CH:7]=[CH:8]2)[C:3]1=[O:10]

Komponenten

5

Edukt 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 14127271HCID 14127271, VerbindungHCID 178418287HCID 178418287, Verbindung

Produkt 1

HCID 12507349HCID 12507349, VerbindungAusbeute 80,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 3.9 g of (1R,6S,7S)-8,8-dichlorobicyclo[4.2.0]oct-2-en-7-ol, prepared as shown in Preparation 22, 9.0 g of pyridinium chlorochromate and 14 g of magnesium sulfate in 200 ml of methylene chloride under nitrogen was refluxed for 4 hours. The mixture was cooled and filtered through celite, then Florisil. Solvent was removed from the eluate under reduced pressure and the residue distilled under vacuum to give 3.1 g of (1R,6S)-8,8-dichlorobicyclo[4.2.0]oct-2-en-7-one, [α]D =+71.4° C., (C=0.7, CHCl3).

Aufarbeitung

  1. customprepared
  2. temperaturewas refluxed for 4 hours
  3. temperatureThe mixture was cooled
  4. filtrationfiltered through celite
  5. customSolvent was removed from the eluate under reduced pressure
  6. distillationthe residue distilled under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-31a64a8be84a448c9cc1b04dc15c6bee
Quelldatensatz
uspto-grants-1988_04
Patentnummer
US04735966

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