Triethylamine → 1-[4-(4-Ethoxyphenoxy)benzyl]-2-methylbenzimidazole

HRID 65089

反応式

HRID 65089 の反応式
[CH3:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.C(N(CC)CC)C.[CH2:18]([O:20][C:21]1[CH:35]=[CH:34][C:24]([O:25][C:26]2[CH:33]=[CH:32][C:29]([CH2:30]Cl)=[CH:28][CH:27]=2)=[CH:23][CH:22]=1)[CH3:19]>C1(C)C=CC=CC=1>[CH2:18]([O:20][C:21]1[CH:35]=[CH:34][C:24]([O:25][C:26]2[CH:33]=[CH:32][C:29]([CH2:30][N:3]3[C:4]4[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=4[N:6]=[C:2]3[CH3:1])=[CH:28][CH:27]=2)=[CH:23][CH:22]=1)[CH3:19]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 119842-MethylbenzimidazoleHCID 137303804-(4-Ethoxyphenoxy)benzyl chloride

生成物 1

HCID 135634041-[4-(4-Ethoxyphenoxy)benzyl]-2-methylbenzimidazole収率 88.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. washThe resultant mixture was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationdistilled under reduced pressure
  6. customto remove toluene
  7. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-4d3582a376fb4abda8b517ac664f2d3e
出典データセット
uspto-grants-1986_09
特許番号
US04612323

関連ノート

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