Реакция #1615

ord-7a6d0a34d26147ccbbd1b4a703979302

Уравнение реакции

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

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 23 hours
  5. 5
    ТемператураAfter cooling the reaction mixture
  6. 6
    Фильтрацияwas 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 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.

Источник

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