Реакция #1616

ord-f128083fd7554ead9f40eeecd8845c28

Уравнение реакции

Oc1ccc(OCc2ccccc2)cc1
4-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
Oc1ccc(OCc2ccccc2)cc1C[C@H]1CO1
title compound
Oc1ccc(OCc2ccccc2)cc1C[C@H]1CO1
(S)-Glycidyl-4-benzyloxyphenol

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураwas heated
  2. 2
    Температураunder reflux for 15 mins
  3. 3
    Температураthe reaction mixture was heated
  4. 4
    Температураunder reflux for 18 hours
  5. 5
    ТемператураAfter cooling
  6. 6
    Фильтрацияthe reaction mixture was filtered
  7. 7
    Другоеthe solvent was evaporated
  8. 8
    ДругоеThe residue was partitioned between ethyl acetate and water
  9. 9
    Промывкаwashed with water and brine
  10. 10
    Другоеdried
  11. 11
    Другоеevaporated

Методика

A mixture of 4-benzyloxyphenol (2.0 g, 10 mMol) and potassium carbonate (4.14 g, 30 mMol) in acetone (50 ml) was heated under reflux for 15 mins. (S)-Glycidyl-3-nitrobenzenesulphonate (2.23 g, 10 mMol) was added and the reaction mixture was heated under reflux for 18 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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05726165uspto-grants-1998_03