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

HRID 508024
ノート
印刷プレビュー

反応式

HRID 508024 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887
Methanol
溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0fe5b1aa7ac5482698f2840512f77ab3
出典データセット
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07786165B2

反応ノート

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