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

HRID 26459

반응식

HRID 26459 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 21323311p-Isobutylphenylacetic acid-2-chlorobenzyl ester수율 73.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-244b259562764f1f9d3af9d02d12eefd
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04150137

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