Reaktion #1615

ord-7a6d0a34d26147ccbbd1b4a703979302

Reaktionsgleichung

Oc1cccc(OCc2ccccc2)c1
3-benzyloxyphenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=[N+]([O-])c1cccc(S(=O)(=O)OC[C@@H]2CO2)c1
(S)-Glycidyl-3-nitrobenzenesulphonate
Oc1cccc(OCc2ccccc2)c1C[C@H]1CO1
title compound
Oc1cccc(OCc2ccccc2)c1C[C@H]1CO1
(S)-Glycidyl-3-benzyloxyphenol

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Temperaturunder reflux for 15 mins
  3. 3
    Temperaturthe reaction mixture was heated
  4. 4
    Temperaturunder reflux for 23 hours
  5. 5
    TemperaturAfter cooling the reaction mixture
  6. 6
    Filtrationwas filtered
  7. 7
    Sonstigethe solvent was evaporated
  8. 8
    SonstigeThe residue was partitioned between ethyl acetate and water
  9. 9
    Waschenwashed with water and brine
  10. 10
    Sonstigedried
  11. 11
    Sonstigeevaporated

Vorschrift

A mixture of 3-benzyloxyphenol (900 mg, 4.5 mMol) and potassium carbonate (1.87 g, 13.5 mMol) in acetone (45 ml) was heated under reflux for 15 mins. (S)-Glycidyl-3-nitrobenzenesulphonate (1.0 g, 4.5 mMol) was added and the reaction mixture was heated under reflux for 23 hours. After cooling the reaction mixture was filtered and the solvent was evaporated. The residue was partitioned between ethyl acetate and water. The organic fractions were combined, washed with water and brine, dried and evaporated to give the title compound as an oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726165uspto-grants-1998_03