Methyl 2-hydroxy-2-(4-methoxyphenyl)acetate → N-(2-chloro-3,4-dimethoxyphenylethyl)-4-methoxymandelamide

HRID 486375노트

반응식

HRID 486375 반응식
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([O:10][CH3:11])[CH:5]=[CH:4][C:3]=1[CH2:12][CH2:13][NH2:14].[CH3:15][O:16][C:17]1[CH:28]=[CH:27][C:20]([CH:21]([OH:26])[C:22](OC)=[O:23])=[CH:19][CH:18]=1>C(OCC)(=O)C>[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([O:10][CH3:11])[CH:5]=[CH:4][C:3]=1[CH2:12][CH2:13][NH:14][C:22](=[O:23])[CH:21]([C:20]1[CH:27]=[CH:28][C:17]([O:16][CH3:15])=[CH:18][CH:19]=1)[OH:26]

참가 물질

4

반응물 2

HCID 523496Methyl 2-hydroxy-2-(4-methoxyphenyl)acetateHCID 30177522-Chloro-3,4-dimethoxyphenethylamine

생성물 1

HCID 13697589N-(2-chloro-3,4-dimethoxyphenylethyl)-4-methoxymandelamide수율 69.4%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

16.86 g of (2-chloro-3,4-dimethoxyphenyl)ethylamine obtained in step 4 was reacted with 15.33 g of methyl 4-methoxymandelate obtained in step 5 at 130° to 140° C. in a nitrogen gas atmosphere for 1.5 hour. After cooling, the reaction mixture was dissolved in 30 ml of ethyl acetate and purified by silica gel chromatography. After development with ethyl acetate/n-hexane (1/1) and then with ethyl acetate, 20.6 g (69%) of N-(2-chloro-3,4-dimethoxyphenylethyl)-4-methoxymandelamide was obtained.

후처리

  1. temperatureAfter cooling
  2. custompurified by silica gel chromatography

출처 및 근거

ORD 기록
ord-827adb5039cf44319fd43a564404c0cf
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05292521

반응 노트

불러오는 중…