Indole → 1-(1H-Indol-3-yl)-2-(2-methoxyphenyl)ethanone

HRID 61305

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HRID 61305 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.C[Mg+].[Br-].[CH3:13][O:14][C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17](Cl)=O.[Cl-].[NH4+].[CH2:26]([O:28]CC)C>>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:26](=[O:28])[CH2:17][C:16]2[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=2[O:14][CH3:13])=[CH:2]1

참가 물질

6

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온도
0 °C

실험 절차

Indole (11.7 g, 100 mmol) was dissolved in diethylether (100 ml) under nitrogen atmosphere and cooled to 0° C. 3M MeMgBr solution (35 ml, 105 mmol) was added dropwise and allowed to stir at room temperature for 2 hours. The reaction mixture was cooled at 0° C. and a solution of 2-methoxybenzoyl chloride 2 (18.46 g, 100 mmol) in diethyl ether (100 ml) was added dropwise with vigorous stirring. The reaction mixture was then allowed to stir at room temperature for 2 hours. A solution of ammonium chloride (300 ml) was added to the reaction mixture and the resulting mixture was stirred at room temperature overnight. The solid that was formed was collected by filtration, washed with water and hexane then dried in a dessicator over phosphorous pentoxide to give 13 g (49%) of 1-(1H-indol-3-yl)-2-(2-methoxyphenyl)ethanone 3 as a cream solid.

후처리

  1. temperatureThe reaction mixture was cooled at 0° C.
  2. stirringto stir at room temperature for 2 hours
  3. stirringthe resulting mixture was stirred at room temperature overnight
  4. customThe solid that was formed
  5. filtrationwas collected by filtration
  6. washwashed with water and hexane
  7. dry with materialthen dried in a dessicator over phosphorous pentoxide

출처 및 근거

ORD 기록
ord-b5376fe189c74b34a9fb1889a1d962d7
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09441033B2

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