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Lithium Hydroxide → 2-(3-Fluoro-4-(methylsulfonamidomethyl)phenyl)propanoic acid

HRID 1428717
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HRID 1428717 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:14]([CH3:20])[C:15]([O:17]CC)=[O:16])[CH:5]=[CH:6][C:7]=1[CH2:8][NH:9][S:10]([CH3:13])(=[O:12])=[O:11].[OH-].[Li+]>O1CCCC1.O>[F:1][C:2]1[CH:3]=[C:4]([CH:14]([CH3:20])[C:15]([OH:17])=[O:16])[CH:5]=[CH:6][C:7]=1[CH2:8][NH:9][S:10]([CH3:13])(=[O:11])=[O:12]
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참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 70855559Ethyl 2-(3-fluoro-4-(methylsulfonamidomethyl)phenyl)propanoate

생성물 1

HCID 866793652-(3-Fluoro-4-(methylsulfonamidomethyl)phenyl)propanoic acid수율 86%

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

실험 절차

The ethyl 2-(3-fluoro-4-(methylsulfonamidomethyl)phenyl)propanoate (12.5 g, 40.4 mmol) was dissolved in tetrahydrofuran-water mixture (120 mL, 2:1), lithium hydroxide (2.8 g, 121.1 mmol) was added and refluxing carried out for 12 h. After evaporation of the organic solvent under reduced pressure, the reaction mixture was extracted with diethyl ether (2×100 mL). The aqueous layer was acidified using 1 N HCl solution to pH=2 and extracted with dichloromethane (3×250 mL). The combined organic layer was dried over magnesium sulfate and concentrated under reduced pressure to afford 2-(3-fluoro-4-(methylsulfonamido-methyl)phenyl)propanoic acid (9.56 g, 86%).

후처리

  1. temperaturerefluxing
  2. customAfter evaporation of the organic solvent under reduced pressure
  3. extractionthe reaction mixture was extracted with diethyl ether (2×100 mL)
  4. extractionextracted with dichloromethane (3×250 mL)
  5. dry with materialThe combined organic layer was dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-a0d9de1206574de3ba663138fbe9ff4a
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08937092B2

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