تفاعل #1614

ord-eb63de3fd8b24647933622c8df3a84d0

معادلة التفاعل

Oc1ccccc1OCc1ccccc1
2-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(C[C@H]2CO2)c1OCc1ccccc1
title compound
Oc1cccc(C[C@H]2CO2)c1OCc1ccccc1
(S)-Glycidyl-2-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
  6. 6
    ترشيحthe reaction mixture was 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 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.

المصدر

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