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Ethanol → ethyl 4-{1-[2-(ethyloxy)-2-oxoethyl]-7-ethynyl-1H-indol-3-yl}butanoate

HRID 12626
ノート
印刷プレビュー

反応式

HRID 12626 の反応式
C(O)C.[CH2:4]([O:6][C:7](=[O:32])[CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][C:16]=2[C:18]#[C:19][Si](C)(C)C)[C:11]([CH2:24][CH2:25][CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:10]1)[CH3:5].C(=O)([O-])[O-].[K+].[K+]>O>[CH2:4]([O:6][C:7](=[O:32])[CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][C:16]=2[C:18]#[CH:19])[C:11]([CH2:24][CH2:25][CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:10]1)[CH3:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 702EthanolHCID 11430Potassium CarbonateHCID 68692658ethyl 4-{1-[2-(ethyloxy)-2-oxoethyl]-7-[(trimethylsilyl)ethynyl]-1H-indol-3-yl}butanoate

生成物 1

HCID 86622003ethyl 4-{1-[2-(ethyloxy)-2-oxoethyl]-7-ethynyl-1H-indol-3-yl}butanoate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To an ethanol (2 mL) solution of ethyl 4-{1-[2-(ethyloxy)-2-oxoethyl]-7-[(trimethylsilyl)ethynyl]-1H-indol-3-yl}butanoate (98 mg), potassium carbonate (50 mg) was added and the mixture was stirred at room temperature for 3 hours. To the reaction mixture, water was added, followed by extraction with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate and then concentrated to obtain the titled compound having the following physical properties (74 mg). Herein, ethyl 4-{1-[2-(ethyloxy)-2-oxoethyl]-7-[(trimethylsilyl)ethynyl]-1H-indol-3-yl}butanoate was prepared by the same operation as in Example 3, except for using ethyl 4-{7-bromo-1-[2-(ethyloxy)-2-oxoethyl]-1H-indol-3-yl}butanoate and ethynyl(trimethyl)silane.

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed with saturated saline
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-84f48ebed0bb446fb2cd7436530f7815
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07728023B2

反応ノート

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