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Sodium Hydroxide → 2-ethoxy-3-(4-{2-[2-(trifluoromethyl)-1H-benzimidazol-1-yl]ethoxy}phenyl)propanoic acid

HRID 273359
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HRID 273359 반응식
[CH2:1]([O:3][CH:4]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][N:20]2[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[N:22]=[C:21]2[C:29]([F:32])([F:31])[F:30])=[CH:13][CH:12]=1)[C:5]([O:7]CC)=[O:6])[CH3:2].[OH-].[Na+]>CCO.O>[CH2:1]([O:3][CH:4]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:17][CH2:18][CH2:19][N:20]2[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[N:22]=[C:21]2[C:29]([F:30])([F:31])[F:32])=[CH:15][CH:16]=1)[C:5]([OH:7])=[O:6])[CH3:2]
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 11851905ethyl 2-ethoxy-3-(4-{2-[2-(trifluoromethyl)-1H-benzimidazol-1-yl]ethoxy}phenyl)propanoate

생성물 1

HCID 116974862-ethoxy-3-(4-{2-[2-(trifluoromethyl)-1H-benzimidazol-1-yl]ethoxy}phenyl)propanoic acid수율 79.1%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a stirred solution of ethyl 2-ethoxy-3-(4-{2-[2-(trifluoromethyl)-1H-benzimidazol-1-yl]ethoxy}phenyl)propanoate (238.5 mg, 0.5 mmol) in EtOH (5 ml) was added NaOH (2 ml, 2M aq. Solution, 2 mmol) in water (2 ml) at 0° C. at once. The reaction mixture was stirred at RT until all the ester disappeared (TLC). EtOH was removed in vacuo and the residue was dissolved in water. The solution was acidified to pH4 using 3N HCl and the precipitated acid was extracted with EtOAc to give the product as white solid (167 mg, 77.3%).

후처리

  1. customEtOH was removed in vacuo
  2. dissolutionthe residue was dissolved in water
  3. extractionthe precipitated acid was extracted with EtOAc

출처 및 근거

ORD 기록
ord-f67487f36bcc4fb9aa16b73d597058a3
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07456293B2

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