Reaktion #1614

Reaktionsgleichung

2-benzyloxyphenol

potassium carbonate

(S)-Glycidyl-3-nitrobenzenesulphonate

→

title compound

(S)-Glycidyl-2-benzyloxyphenol

Lösungsmittel

acetone

Reaktionsbedingungen

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
6. 6
   Filtrationthe reaction mixture was 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 2-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.

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