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2-Chlorobenzyl chloride → p-Isobutylphenylacetic acid-2-chlorobenzyl ester

HRID 26459
ノート
印刷プレビュー

反応式

HRID 26459 の反応式
[Na+].[CH2:2]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]([O-:15])=[O:14])=[CH:8][CH:7]=1)[CH:3]([CH3:5])[CH3:4].[Cl:16][C:17]1[CH:24]=[CH:23][CH:22]=[CH:21][C:18]=1[CH2:19]Cl>CN(C)C=O>[Cl:16][C:17]1[CH:24]=[CH:23][CH:22]=[CH:21][C:18]=1[CH2:19][O:14][C:13](=[O:15])[CH2:12][C:9]1[CH:8]=[CH:7][C:6]([CH2:2][CH:3]([CH3:5])[CH3:4])=[CH:11][CH:10]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 119062-Chlorobenzyl chlorideHCID 23707298p-Isobutylphenylacetic acid sodium salt

生成物 1

HCID 21323311p-Isobutylphenylacetic acid-2-chlorobenzyl ester収率 73.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3.5 g of p-isobutylphenylacetic acid sodium salt in 20 ml of dimethylformamide was added 5.9 g of o-chlorobenzyl chloride, and the mixture was heated under reflux for 5 hours. After the reaction was complete, the mixture was cooled to produce an inorganic substance, which was then removed by filtration. The filtrate was freed of dimethylformamide by distillation in vacuo to give an oily product. Distillation of this product in vacuo yielded 3.8 g of p-isobutylphenylacetic acid-2-chlorobenzyl ester as a colorless oil, boiling at 145°-147° C/1 mmHg. Analysis-Calculated for C19H21ClO2 : C, 72.03; H, 6.68. Found: C, 71.98; H, 6.51. Mass spectrum: parent ion 316 m/e.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 hours
  3. temperaturethe mixture was cooled
  4. customto produce an inorganic substance, which
  5. customwas then removed by filtration
  6. distillationThe filtrate was freed of dimethylformamide by distillation in vacuo
  7. customto give an oily product
  8. distillationDistillation of this product in vacuo

出典と根拠

ORDレコード
ord-244b259562764f1f9d3af9d02d12eefd
出典データセット
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04150137

反応ノート

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