1-Chloro-4-(chloromethyl)benzene → Ethyl 4-[1-(4-chlorobenzyl)benzimidazol-2-yl]-3,3-dimethylbutanoate

HRID 653670ノート

反応式

HRID 653670 の反応式
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[CH2:10][C:11]([CH3:19])([CH3:18])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].[H-].[Na+].[Cl:22][C:23]1[CH:30]=[CH:29][C:26]([CH2:27]Cl)=[CH:25][CH:24]=1>CN(C)C=O>[Cl:22][C:23]1[CH:30]=[CH:29][C:26]([CH2:27][N:1]2[C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[N:3]=[C:2]2[CH2:10][C:11]([CH3:18])([CH3:19])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:25][CH:24]=1

参加物

5

反応物 3

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 24758Sodium hydrideHCID 14953059Ethyl 4-(benzimidazol-2-yl)-3,3-dimethylbutanoate

生成物 1

HCID 14953036Ethyl 4-[1-(4-chlorobenzyl)benzimidazol-2-yl]-3,3-dimethylbutanoate収率 96.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

9 g of ethyl 4-(benzimidazol-2-yl)-3,3-dimethylbutanoate, prepared in Example 40, are added to a suspension of 21.5 g of 60% sodium hydride in 50 ml of anhydrous dimethylformamide. The mixture is stirred for 1 hour at 50° C., 5.6 g of 4-chlorobenzyl chloride are then added and the solution obtained is heated for 5 hours at 90° C. The solvents are concentrated under vacuum and the residue is taken up with water and then extracted with ether. The ether phase is washed with water and then dried over magnesium sulfate and the ether is evaporated off to dryness to give 12.9 g of ethyl 4-[1-(4-chlorobenzyl)benzimidazol-2-yl]-3,3-dimethylbutanoate in the form of an oil, which is used as such for the next step.

後処理

  1. customthe solution obtained
  2. temperatureis heated for 5 hours at 90° C
  3. concentrationThe solvents are concentrated under vacuum
  4. extractionextracted with ether
  5. washThe ether phase is washed with water
  6. dry with materialdried over magnesium sulfate
  7. customthe ether is evaporated off to dryness

出典と根拠

ORDレコード
ord-f57f7f48cedb4252a9f1bbd4cef2f50e
出典データセット
uspto-grants-1992_07
特許番号
US05128359

反応ノート

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