Reacción #1614

Ecuación de reacción

2-benzyloxyphenol

potassium carbonate

(S)-Glycidyl-3-nitrobenzenesulphonate

→

title compound

(S)-Glycidyl-2-benzyloxyphenol

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaunder reflux for 15 mins
3. 3
   Temperaturathe reaction mixture was heated
4. 4
   Temperaturaunder reflux for 23 hours
5. 5
   TemperaturaAfter cooling
6. 6
   Filtraciónthe reaction mixture was filtered
7. 7
   Otrothe solvent was evaporated
8. 8
   OtroThe residue was partitioned between ethyl acetate and water
9. 9
   Lavadowashed with water and brine
10. 10
    Otrodried
11. 11
    Otroevaporated

Procedimiento

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.

Fuente