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Lithium Hydroxide → 4-(4'-Fluorobiphenyl-4-yl)-2-(methylsulfonyl)butanoic acid

HRID 533574
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HRID 533574 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH:16]([S:22]([CH3:25])(=[O:24])=[O:23])[C:17]([O:19]CC)=[O:18])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[OH-].[Li+]>C1COCC1.CO.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH:16]([S:22]([CH3:25])(=[O:24])=[O:23])[C:17]([OH:19])=[O:18])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 3939Lithium HydroxideHCID 66577988Ethyl 4-(4'-fluorobiphenyl-4-yl)-2-(methylsulfonyl)butanoate

생성물 1

HCID 665780134-(4'-Fluorobiphenyl-4-yl)-2-(methylsulfonyl)butanoic acid수율 87.5%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매2회
HCID 8028
Tetrahydrofuran
용매

실험 절차

To a solution of ethyl 4-(4′-fluorobiphenyl-4-yl)-2-(methylsulfonyl)butanoate in THF (2.2 mL) and methanol (0.6 mL) was added a solution of lithium hydroxide in water (37 mg, 1.54 mmol, 0.6 mL water) and stirred at room temperature for 30 minutes. The mixture was diluted with water (30 mL) and washed with Et2O 50 mL. The organic layer was discarded. The aqueous layer was acidified with 0.5N HCl and the white suspension was re-extracted with Et2O. The ether extract was washed with brine 50 mL, dried over Na2SO4, filtered and concentrated in vacuo to afford the title compound as a white solid (113 mg, 87.5%) MS (LC/MS) m/z 335.1 (M−1)

후처리

  1. washwashed with Et2O 50 mL
  2. extractionthe white suspension was re-extracted with Et2O
  3. extractionThe ether extract
  4. washwas washed with brine 50 mL
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c65b7e78b06c4386be388b1404ac471f
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08853258B2

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