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

HRID 61305

反応式

HRID 61305 の反応式
[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

参加物

6

反応物 5

HCID 798IndoleHCID 3283Diethyl Ether2 回HCID 25517Ammonium ChlorideHCID 889692-Methoxybenzoyl chlorideHCID 178418689HCID 178418689、化合物

生成物 1

HCID 433392871-(1H-Indol-3-yl)-2-(2-methoxyphenyl)ethanone収率 49%

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b5376fe189c74b34a9fb1889a1d962d7
出典データセット
uspto-grants-2016_09
特許番号
US09441033B2

関連ノート

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