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Sodium Hydroxide → 2-acetamido-3-[4-(trifluoromethyl)phenyl]propanoic Acid

HRID 1425919
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HRID 1425919 반응식
[C:1]([NH:4][C:5]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=1)(C(OCC)=O)[C:6]([O:8]CC)=[O:7])(=[O:3])[CH3:2].[OH-].[Na+]>CC(C)=O>[C:1]([NH:4][CH:5]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]([F:24])([F:25])[F:26])=[CH:21][CH:22]=1)[C:6]([OH:8])=[O:7])(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 3120443Diethyl 2-acetamido-2-[[4-(trifluoromethyl)phenyl]methyl]propanedioate

생성물 1

HCID 108499842-acetamido-3-[4-(trifluoromethyl)phenyl]propanoic Acid수율 75%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of diethyl 2-acetamido-2-(4-(trifluoromethyl)benzyl)malonate (LXII) (theoretical 0.125 mole) in acetone (400 mL) was added aq. 2 M NaOH (400 mL). The mixture was refluxed overnight before the solvent was removed under reduced pressure. The residue was taken up in water, washed with hexane (3×), acidified to pH=1 and filtered to produce 2-acetamido-3-(4-(trifluoromethyl)phenyl)propanoic acid (LXIII) as a white solid (25.8 g, 93.7 mmol, 75% yield after two steps).

후처리

  1. temperatureThe mixture was refluxed overnight before the solvent
  2. customwas removed under reduced pressure
  3. washwashed with hexane (3×)
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-b5af7094fe0b426288367ac3d913580f
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08933018B2

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