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Chloroacetyl chloride → 2'-Bromo-5'-trifluoromethyl-2-chloroacetanilide

HRID 1464256
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HRID 1464256 반응식
[Br:1][C:2]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:3]=1[NH2:4].C(N(CC)CC)C.[Cl:20][CH2:21][C:22](Cl)=[O:23]>C(Cl)Cl>[Br:1][C:2]1[CH:8]=[CH:7][C:6]([C:9]([F:10])([F:11])[F:12])=[CH:5][C:3]=1[NH:4][C:22](=[O:23])[CH2:21][Cl:20]
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참가 물질

5

반응물 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 679892-Bromo-5-(trifluoromethyl)benzenamine

생성물 1

HCID 157139482'-Bromo-5'-trifluoromethyl-2-chloroacetanilide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a solution of 2-bromo-5-trifluoromethylaniline (10.0 g) in methylene chloride (100 ml) was added triethylamine and the solution was cooled to 0° C. To this solution was slowly added choroacetyl chloride and the reaction mixture was allowed to cool to room temperature overnight. The solution was concentrated and the resulting solid was extracted with ethyl acetate. The organic extract was first washed with 10% HCl (2×2 ml), then with water (12×25 ml) and was collected, dried and evaporated to obtain the title compound (yield, 10.2 g). 1HNMR (250 MHz, CDCl3): 4.22 (s, 2 H), 7.26 (d, J=8 Hz, 1 H), 7.66 (d, J=8 Hz, 1 Hz), 8.68 (s, 1 H), 9.02 (br s, 1 H).

후처리

  1. temperatureto cool to room temperature overnight
  2. concentrationThe solution was concentrated
  3. extractionthe resulting solid was extracted with ethyl acetate
  4. extractionThe organic extract
  5. washwas first washed with 10% HCl (2×2 ml)
  6. customwith water (12×25 ml) and was collected
  7. customdried
  8. customevaporated

출처 및 근거

ORD 기록
ord-c8665eba631f41fd986e3dd0e0027af3
출처 데이터셋
uspto-grants-1994_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05304557

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