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Citric Acid → 3-(4-{Acetyl[(2',6'-dimethylbiphenyl-3-yl)methyl]amino}phenyl)propanoic acid

HRID 508024
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인쇄 미리보기

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HRID 508024 반응식
[C:1]([N:4]([CH2:17][C:18]1[CH:19]=[C:20]([C:24]2[C:29]([CH3:30])=[CH:28][CH:27]=[CH:26][C:25]=2[CH3:31])[CH:21]=[CH:22][CH:23]=1)[C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]([O:15]C)=[O:14])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[OH-].[Na+].O.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>CO.O1CCCC1>[C:1]([N:4]([CH2:17][C:18]1[CH:19]=[C:20]([C:24]2[C:25]([CH3:31])=[CH:26][CH:27]=[CH:28][C:29]=2[CH3:30])[CH:21]=[CH:22][CH:23]=1)[C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 311Citric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 23157605Methyl 3-(4-{acetyl[(2',6'-dimethylbiphenyl-3-yl)methyl]amino}phenyl)propanoate

생성물 1

HCID 231575773-(4-{Acetyl[(2',6'-dimethylbiphenyl-3-yl)methyl]amino}phenyl)propanoic acid수율 69.1%

시약·촉매·용매 2

HCID 887
Methanol
용매
HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 3-(4-{acetyl[(2′,6′-dimethylbiphenyl-3-yl)methyl]amino}phenyl)propanoate (0.644 g, 1.55 mmol) in a mixture of methanol (8 mL) and tetrahydrofuran (8 mL) was added 2 M aqueous sodium hydroxide solution (2.5 mL), and the mixture was stirred at room temperature for 18 hr. Water was added to the reaction mixture, and the mixture was weakly acidified with 10% aqueous citric acid solution and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was recrystallized from ethyl acetate to give the title compound (0.430 g, yield 69%) as colorless prism crystals.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe obtained residue was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-0fe5b1aa7ac5482698f2840512f77ab3
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07786165B2

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