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1-[(4-Fluorobenzoyl)amino]cyclohexanecarboxylic acid → 2-(4-Fluorophenyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one

HRID 448749
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인쇄 미리보기

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HRID 448749 반응식
[F:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][C:9]2([C:15]([OH:17])=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)=O)=[CH:4][CH:3]=1>C(OC(=O)C)(=O)C>[F:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]2[O:16][C:15](=[O:17])[C:9]3([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]3)[N:8]=2)=[CH:4][CH:3]=1
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참가 물질

3

반응물 1

HCID 246939621-[(4-Fluorobenzoyl)amino]cyclohexanecarboxylic acid

생성물 1

HCID 576728942-(4-Fluorophenyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one수율 69%

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

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온도
100 °C

실험 절차

After a suspension of 13.3 g (50 mmol) of 1-[(4-fluorobenzoyl)amino]cyclohexanecarboxylic acid in 30 ml of acetic anhydride was stirred at 100° C. for 30 minutes, the reaction solution was concentrated under reduced pressure. Toluene was added to the residue, and the mixture was washed with water, a saturated aqueous sodium hydrogencarbonate solution and then saturated brine. After the organic layer was dried with anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain 8.5 g (69%) of the title compound.

후처리

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. additionToluene was added to the residue
  3. washthe mixture was washed with water
  4. dry with materialAfter the organic layer was dried with anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-d9a711ff08bd488ebc1bf0672043fa2c
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08481725B2

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