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

HRID 12626
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HRID 12626 반응식
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]
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참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-84f48ebed0bb446fb2cd7436530f7815
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07728023B2

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