تفاعل #93367

ord-4d3582a376fb4abda8b517ac664f2d3e

معادلة التفاعل

Cc1nc2ccccc2[nH]1
2-methylbenzimidazole
CCN(CC)CC
triethylamine
CCOc1ccc(Oc2ccc(CCl)cc2)cc1
4-(4-ethoxyphenoxy)benzyl chloride
CCOc1ccc(Oc2ccc(Cn3c(C)nc4ccccc43)cc2)cc1
1-[4-(4-ethoxyphenoxy)benzyl]-2-methylbenzimidazole
المردود 88.1%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةunder reflux for 5 hours
  3. 3
    غسيلThe resultant mixture was washed with water
  4. 4
    تجفيفdried over anhydrous sodium sulfate
  5. 5
    workup.DISTILLATIONdistilled under reduced pressure
  6. 6
    أخرىto remove toluene
  7. 7
    أخرىThe residue was purified by silica gel column chromatography

الإجراء التجريبي

A mixture of toluene (20 ml), 2-methylbenzimidazole (0.55 g, 4.2 mmole), triethylamine (0.42 g, 4.2 mmole) and 4-(4-ethoxyphenoxy)benzyl chloride (1.00 g, 3.8 mmole) was heated under reflux for 5 hours and then cooled to room temperature. The resultant mixture was washed with water, dried over anhydrous sodium sulfate and distilled under reduced pressure to remove toluene. The residue was purified by silica gel column chromatography to give 1-[4-(4-ethoxyphenoxy)benzyl]-2-methylbenzimidazole (1.20 g) as colorless liquid. nD26.0 1.5984.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04612323uspto-grants-1986_09