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Acetonitrile → 2,2,2-Trifluoro-N-(4-methoxyphenyl)acetimidoyl Chloride

HRID 1180709
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HRID 1180709 반응식
[F:1][C:2]([F:15])([F:14])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)=O.P(Cl)(Cl)([Cl:18])=O.C(N(CC)CC)C.C(#N)C>C(OCC)(=O)C>[CH3:13][O:12][C:9]1[CH:10]=[CH:11][C:6]([N:5]=[C:3]([Cl:18])[C:2]([F:15])([F:14])[F:1])=[CH:7][CH:8]=1
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참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 24813Phosphorus oxychlorideHCID 1012842,2,2-Trifluoro-N-(4-methoxy-phenyl)-acetamide

생성물 1

HCID 104216822,2,2-Trifluoro-N-(4-methoxyphenyl)acetimidoyl Chloride수율 83.4%

시약·촉매·용매 1

HCID 8857
Ethyl Acetate
용매

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온도
82 °C

실험 절차

Five grams (22.8 mmol) of 2,2,2-trifluoro-N-(4-methoxyphenyl)acetamide, 7.02 g (45.6 mmol) of phosphorus oxychloride, 4.62 g (45.6 mmol) of triethylamine, and 25 ml of acetonitrile were introduced into a 100 ml flask and reacted for 22 hours while being refluxed (82° C.). After the reaction, the reaction solution was cooled to room temperature, 20 ml of ethyl acetate was added thereto, and the precipitate was then filtered off. The filtrate was subjected to solvent removal by evaporation, and the crude product thus obtained was purified by column chromatography (silica gel, ethyl acetate:hexane=3:7), resulting in 4.52 g of N-(4-methoxyphenyl)-2,2,2-trifluoroacetimidoyl chloride as a yellow liquid (yield: 83.4%).

후처리

  1. customreacted for 22 hours
  2. customAfter the reaction
  3. temperaturethe reaction solution was cooled to room temperature
  4. filtrationthe precipitate was then filtered off
  5. customThe filtrate was subjected to solvent removal by evaporation
  6. customthe crude product thus obtained
  7. customwas purified by column chromatography (silica gel, ethyl acetate:hexane=3:7)

출처 및 근거

ORD 기록
ord-a731e69042de41c38acd7fb8f18faa78
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07282609B2

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