تفاعل #1615

ord-7a6d0a34d26147ccbbd1b4a703979302

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةunder reflux for 15 mins
  3. 3
    درجة الحرارةthe reaction mixture was heated
  4. 4
    درجة الحرارةunder reflux for 23 hours
  5. 5
    درجة الحرارةAfter cooling the reaction mixture
  6. 6
    ترشيحwas filtered
  7. 7
    أخرىthe solvent was evaporated
  8. 8
    أخرىThe residue was partitioned between ethyl acetate and water
  9. 9
    غسيلwashed with water and brine
  10. 10
    أخرىdried
  11. 11
    أخرىevaporated

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726165uspto-grants-1998_03