Reaktion #5095

ord-adac67716cd442838e451fe27a615b95

Reaktionsgleichung

COc1c(C)cc(C)c2c1C(=O)C(C)(Cc1ccccc1)C2
2,3-dihydro-2,4,6-trimethyl-7-methoxy-2-benzyl-1H-inden-1-one
[I-].[Na+]
sodium iodide
[Al+3].[Cl-].[Cl-].[Cl-]
aluminium chloride
Cc1cc(C)c2c(c1O)C(=O)C(C)(Cc1ccccc1)C2
2,3-dihydro-2,4,6-trimethyl-7-hydroxy-2-benzyl-1H-indene-1-one

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThen the solvent was removed by evaporation under a reduced pressure
  2. 2
    Sonstigethe residue thus obtained
  3. 3
    Extraktionwas extracted with ethyl acetate
  4. 4
    WaschenThe extract was washed with an aqueous solution saturated with sodium chloride
  5. 5
    Sonstigean aqueous solution of sodium thiosulfate and an aqueous solution saturated with sodium chloride in this order, and the insoluble matters were removed by filtration
  6. 6
    SonstigeThe solvent was removed by evaporation
  7. 7
    Sonstigethe residue thus obtained
  8. 8
    Sonstigewas recrystallized from n-hexane

Vorschrift

23.0 Grams of 2,3-dihydro-2,4,6-trimethyl-7-methoxy-2-benzyl-1H-inden-1-one and 25.8 g of sodium iodide were dissolved in 90 ml of acetonitrile. To this solution was added 22.9 g of aluminium chloride at room temperature and stirred for 1 hour. Then the solvent was removed by evaporation under a reduced pressure, and the residue thus obtained was extracted with ethyl acetate. The extract was washed with an aqueous solution saturated with sodium chloride, an aqueous solution of sodium thiosulfate and an aqueous solution saturated with sodium chloride in this order, and the insoluble matters were removed by filtration. The solvent was removed by evaporation and the residue thus obtained was recrystallized from n-hexane to obtain 19.7 of 2,3-dihydro-2,4,6-trimethyl-7-hydroxy-2-benzyl-1H-indene-1-one. Colorless prism-like crystals.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05242919uspto-grants-1993_09