تفاعل #52131

ord-96e90055b36f4eb2b8f7413ef1d79199

معادلة التفاعل

Oc1cccc(O)c1
resorcinol
Clc1nc(Cl)nc(Cl)n1
cyanuric chloride
[Al+3].[Cl-].[Cl-].[Cl-]
aluminum chloride
c1ccc(Oc2ccccc2)cc1
phenyl ether
Oc1ccc(-c2nc(-c3ccc(Oc4ccccc4)cc3)nc(-c3ccc(O)cc3O)n2)c(O)c1
2,4-bis(2,4-dihyroxyphenyl)-6-(4-phenoxyphenyl)-1,3,5-triazine
المردود 10.1%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةgradually heated to 110-115° C.
  2. 2
    أخرىthe reaction mixture quenched with water
  3. 3
    أخرىO-Dichlorobenzene was removed azeotropically from the product mixture
  4. 4
    ترشيحthe precipitated material filtered
  5. 5
    غسيلwashed with water
  6. 6
    أخرىThe crude product was purified by column chromatography

الإجراء التجريبي

To a stirring mixture of 9 gm of cyanuric chloride, 20 gm of aluminum chloride in 50 mL of o-dichlorobenzene was added 8.5 gm of phenyl ether followed by 11 gm of resorcinol. The reaction mixture was first stirred at room temperature and then gradually heated to 110-115° C., and then held for 4 hr at this temperature. The heating was discontinued, and the reaction mixture quenched with water. O-Dichlorobenzene was removed azeotropically from the product mixture, the precipitated material filtered, and washed with water. The crude product was purified by column chromatography to give 2.3 gm of pure 2,4-bis(2,4-dihyroxyphenyl)-6-(4-phenoxyphenyl)-1,3,5-triazine, identified by HPLC, NMR, LC-UV and mass spectroscopy.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06855269B2uspto-grants-2005_02