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Ethanol → 3-hydroxy-3-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acid

HRID 922332
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HRID 922332 반응식
[OH:1][CH:2]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23]/[C:24](=[N:31]\[O:32][CH3:33])/[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:18][CH:17]=2)=[CH:10][CH:9]=1)[CH2:3][C:4]([O:6]C)=[O:5].C1COCC1.C(O)C.[OH-].[Na+]>O>[OH:1][CH:2]([C:8]1[CH:9]=[CH:10][C:11]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23]/[C:24](=[N:31]\[O:32][CH3:33])/[C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)=[CH:18][CH:17]=2)=[CH:12][CH:13]=1)[CH2:3][C:4]([OH:6])=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

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반응물 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 87106283methyl 3-hydroxy-3-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoate

생성물 1

HCID 871062843-hydroxy-3-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acid수율 55%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a stirring solution of methyl 3-hydroxy-3-{4-[(4-{[(2Z)-2-(methoxyimino)-2-phenylethyl]oxy}benzyl)oxy]phenyl}propanoate (0.015 g, 0.0334 mmol) in the mixture of THF and Ethanol was added NaOH (0.003 g, 0.075 mmol) in 0.5 mL of water at 0° C., then stirred at RT for 2 h. After the completion of the SM reaction mass was concentrated under vacuum to remove solvents and diluted with water. Aqueous portion was neutralized with 1N HCl up to neutral pH, then extracted with ethyl acetate organic layer was washed with water and brine, dried over anhydrous Na2SO4. Evaporation under vacuum yields the titled compound as white solid (0.008 g, yield: 13.70%). Purity: 96.8%.

후처리

  1. customAfter the completion of the SM reaction mass
  2. concentrationwas concentrated under vacuum
  3. customto remove solvents
  4. additiondiluted with water
  5. extractionextracted with ethyl acetate organic layer
  6. washwas washed with water and brine
  7. dry with materialdried over anhydrous Na2SO4
  8. customEvaporation under vacuum

출처 및 근거

ORD 기록
ord-5f5fdf0009614d7aa283a24f84e4b0ed
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278915B2

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