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Triethylamine → N-(3-chloro-4-trifluoromethoxyphenyl)-1-methylcyclopropanecarboxamide

HRID 543573
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HRID 543573 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][C:10]([F:13])([F:12])[F:11])[NH2:5].C(N(CC)CC)C.[CH3:21][C:22]1([C:25](Cl)=[O:26])[CH2:24][CH2:23]1>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([NH:5][C:25]([C:22]2([CH3:21])[CH2:24][CH2:23]2)=[O:26])[CH:6]=[CH:7][C:8]=1[O:9][C:10]([F:11])([F:12])[F:13]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 27738433-Chloro-4-(trifluoromethoxy)anilineHCID 127899391-Methylcyclopropane-1-carbonyl chloride

생성물 1

HCID 13314711N-(3-chloro-4-trifluoromethoxyphenyl)-1-methylcyclopropanecarboxamide수율 89.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 3-chloro-4-trifluoromethoxyaniline (2.1 g) in methylene chloride (50 ml), triethylamine (1.1 g) was added, and a solution of 1-methylcyclopropanecarbonyl chloride (1.2 g) in methylene chloride was dropwise added thereto while stirring and ice-cooling. After stirring at room temperature for 1 hour, the reaction mixture was washed with 1 N hydrochloric acid, sodium hydrogen carbonate solution and saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated. The crude crystals (2.9 g) were recrystallized from ethanol to give N-(3-chloro-4-trifluoromethoxyphenyl)-1-methylcyclopropanecarboxamide (2.6 g). M.P., 101°-102° C.

후처리

  1. temperatureice-cooling
  2. stirringAfter stirring at room temperature for 1 hour
  3. washthe reaction mixture was washed with 1 N hydrochloric acid, sodium hydrogen carbonate solution and saturated sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customThe crude crystals (2.9 g) were recrystallized from ethanol

출처 및 근거

ORD 기록
ord-faa184fb958d49239921cbe6c9a76367
출처 데이터셋
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04447260

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