Réaction #1614

Équation de réaction

2-benzyloxyphenol

potassium carbonate

(S)-Glycidyl-3-nitrobenzenesulphonate

→

title compound

(S)-Glycidyl-2-benzyloxyphenol

Solvants

acetone

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Températureunder reflux for 15 mins
3. 3
   Températurethe reaction mixture was heated
4. 4
   Températureunder reflux for 23 hours
5. 5
   TempératureAfter cooling
6. 6
   Filtrationthe reaction mixture was filtered
7. 7
   Autrethe solvent was evaporated
8. 8
   AutreThe residue was partitioned between ethyl acetate and water
9. 9
   Lavagewashed with water and brine
10. 10
    Autredried
11. 11
    Autreevaporated

Mode opératoire

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.

Source