Water → N-[4-(trifluoromethyl)phenyl]-2-(2-methoxyphenyl)acetamide

HRID 1816569

반응식

HRID 1816569 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([OH:12])=O.C(Cl)(=O)C(Cl)=O.[F:19][C:20]([F:29])([F:28])[C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=1.O>ClCCl>[F:19][C:20]([F:28])([F:29])[C:21]1[CH:22]=[CH:23][C:24]([NH:25][C:10](=[O:12])[CH2:9][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])=[CH:26][CH:27]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 71342-Methoxyphenylacetic acidHCID 99644-(Trifluoromethyl)anilineHCID 65578Oxalyl chloride2회

생성물 1

HCID 2684094N-[4-(trifluoromethyl)phenyl]-2-(2-methoxyphenyl)acetamide수율 86%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

5.0 g of 2-methoxyphenylacetic acid was dissolved in 20 ml dichloromethane, and 4.6 g of oxalyl dichloride was added, and the mixture was stirred at room temperature for 3 hours. The solvent and an excessive oxalyl dichloride were evapoarated, and the residue was dissolved in 20 ml dichloromethane. Under ice-cooling, 14 g of 4-trifluoromethyl aniline was added thereto, followed by stirring at room temperature for 12 hours. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate, washed with 1N hydrochloric acid and brine, dried over anhydrous magnesium sulfate and then the solvent was evpoarated. The resulting solid was collected by filtration and washed with diethyl ether, to give 8.0 g of N-[4-(trifluoromethyl)phenyl]-2-(2-methoxyphenyl)acetamide as a colorless solid.

후처리

  1. temperatureUnder ice-cooling
  2. stirringby stirring at room temperature for 12 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. washwashed with 1N hydrochloric acid and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationThe resulting solid was collected by filtration
  7. washwashed with diethyl ether

출처 및 근거

ORD 기록
ord-1199172b4ef846d490aa9c7a8529414d
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06884821B1

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