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Sodium Hydroxide → 2-{4-[2-(5-Chloro-2-methoxybenzamido)-ethyl]-phenyl}-butyric acid

HRID 1277679
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HRID 1277679 반응식
Cl.[NH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH2:15][CH3:16])[C:12]([OH:14])=[O:13])=[CH:7][CH:6]=1.[OH-].[Na+].[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([O:29][CH3:30])=[C:24]([CH:28]=1)[C:25](Cl)=[O:26]>CC(C)=O>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([O:29][CH3:30])=[C:24]([CH:28]=1)[C:25]([NH:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH2:15][CH3:16])[C:12]([OH:14])=[O:13])=[CH:7][CH:6]=1)=[O:26]
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참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 123841765-Chloro-2-methoxybenzoyl chlorideHCID 705718172-[4-(2-Aminoethyl)-phenyl]-butyric acid hydrochloride

생성물 1

HCID 234531072-{4-[2-(5-Chloro-2-methoxybenzamido)-ethyl]-phenyl}-butyric acid

시약·촉매·용매 1

HCID 180Acetone용매2회

반응 조건

온도
50 °C

실험 절차

6.2 g 2-[4-(2-Aminoethyl)-phenyl]-butyric acid hydrochloride are suspended in 100 ml acetone. After the addition of 50 ml 2 N aqueous sodium hydroxide solution, a solution of 4.8 g 5-chloro-2-methoxybenzoyl chloride in 50 ml acetone is added dropwise thereto at ambient temperature and the reaction mixture then stirred for 2 hours at 50° C. After cooling, the reaction mixture is evaporated in a vacuum and the aqueous solution acidified with dilute hydrochloric acid. The 2-{4-[2-(5-chloro-2-methoxybenzamido)-ethyl]-phenyl}-butyric acid obtained solidifies upon triturating with diisopropyl ether and is recrystallized from diisopropyl ether. The yield is 3.2 g (42.5% of theory); m.p. 120°-122° C.

후처리

  1. temperatureAfter cooling
  2. customthe reaction mixture is evaporated in a vacuum

출처 및 근거

ORD 기록
ord-f2aa5b326f1f4c70b5f652de95104f5e
출처 데이터셋
uspto-grants-1981_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04278680

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