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Azobisisobutyronitrile → 4-{2-[(3-Bromomethylbenzofuran-2-carbonyl)amino]ethoxy}benzoic acid methyl ester

HRID 914273
ノート
印刷プレビュー

反応式

HRID 914273 の反応式
[CH3:1][O:2][C:3](=[O:26])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][NH:13][C:14]([C:16]2[O:17][C:18]3[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=3[C:20]=2[CH3:21])=[O:15])=[CH:6][CH:5]=1.N(C(C)(C)C#N)=NC(C)(C)C#N.[Br:39]N1C(=O)CCC1=O>ClC1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:26])[C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][CH2:12][NH:13][C:14]([C:16]2[O:17][C:18]3[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=3[C:20]=2[CH2:21][Br:39])=[O:15])=[CH:8][CH:9]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 66687812HCID 66687812、化合物

生成物 1

HCID 666882324-{2-[(3-Bromomethylbenzofuran-2-carbonyl)amino]ethoxy}benzoic acid methyl ester

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒

反応条件

温度
80 °C

実験手順

A solution of 4-{2-[(3-methylbenzofuran-2-carbonyl)amino]ethoxy}benzoic acid methyl ester (0.340 mol) in chlorobenzene (1000 ml) was treated with 2,2′-azobisisobutyronitrile (5.60 g, 0.017 mol) and N-bromosuccinimide (75.76 g, 0.426 mol). The resulting mixture is heated to 80° C. and stirred for one hour. After completion of reaction, the reaction mixture was cooled to ambient temperature and washed with water, 3% sodium hydrogensulfite, and again with water. Solvent was distilled under reduced pressure and after cooling to ambient temperature, dichloromethane was added and to give 4-{2-[(3-bromomethylbenzofuran-2-carbonyl)amino]ethoxy}benzoic acid methyl ester which was used in the next step.

後処理

  1. customAfter completion of reaction
  2. temperaturethe reaction mixture was cooled to ambient temperature
  3. washwashed with water, 3% sodium hydrogensulfite
  4. distillationSolvent was distilled under reduced pressure
  5. temperatureafter cooling to ambient temperature
  6. additiondichloromethane was added

出典と根拠

ORDレコード
ord-3c60b0fc861a4c09b5c47794d379eef0
出典データセット
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08026371B2

反応ノート

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