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Hydrochloric Acid → 4-(Trifluoromethyl)-1H-indole

HRID 2278639
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HRID 2278639 반응식
CN(C)/[CH:3]=[CH:4]/[C:5]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][CH:8]=[CH:7][C:6]=1[N+:15]([O-])=O.Cl>C(O)(=O)C.[Fe]>[F:14][C:11]([F:12])([F:13])[C:10]1[CH:9]=[CH:8][CH:7]=[C:6]2[C:5]=1[CH:4]=[CH:3][NH:15]2
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참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 57753441Ethenamine, N,N-dimethyl-2-[2-nitro-6-(trifluoromethyl)phenyl]-, (1E)-

생성물 1

HCID 198037034-(Trifluoromethyl)-1H-indole수율 112.3%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

실험 절차

850 mg of powdered iron are added to a solution of 1.2 g of dimethyl[(E)-2-(2-nitro-6-trifluoromethylphenyl)vinyl]amine in 30 ml of acetic acid. The reaction mixture is refluxed for 16 hours and then poured into a solution of hydrochloric acid (HCl, 2N), and extracted with ethyl acetate. The organic phases are washed with a 10% sodium carbonate solution and then with a saturated NaCl solution, dried over magnesium sulfate, filtered, and concentrated under reduced pressure so as to give 959 mg of 4-trifluoromethyl-1H-indole which is used in the next step.

후처리

  1. temperatureThe reaction mixture is refluxed for 16 hours
  2. extractionextracted with ethyl acetate
  3. washThe organic phases are washed with a 10% sodium carbonate solution
  4. dry with materialwith a saturated NaCl solution, dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure so as

출처 및 근거

ORD 기록
ord-38d73d714efe44d180f842daa7d47eb9
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133168B2

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