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Sodium Hydroxide → (2-(1,2-Dimethylpropyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

HRID 1662486
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HRID 1662486 반응식
[CH3:1][CH:2]([C:6]1[CH:11]=[C:10]([C:12](OC)=[O:13])[CH:9]=[CH:8][C:7]=1[C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=1[F:24])[CH:3]([CH3:5])[CH3:4].[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>C1COCC1>[CH3:1][CH:2]([C:6]1[CH:11]=[C:10]([CH2:12][OH:13])[CH:9]=[CH:8][C:7]=1[C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=1[F:24])[CH:3]([CH3:4])[CH3:5]
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참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 57705901Methyl 2-(1,2-dimethylpropyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

생성물 1

HCID 57705959(2-(1,2-Dimethylpropyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol수율 24%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 69.12B (0.050 g, 0.2 mmol) in THF (3 mL) at 0° C. was added LAH (0.3 mL, 0.3 mmol, 1.0M). The reaction was stirred for one hour and then 1N NaOH(aq) was added to the mixture. The reaction was extracted three times with EtOAc. After drying over anhydrous magnesium sulfate and filtering, the organic solvent was removed under reduced pressure and the product was purified on silica gel (0-20% EtOAc in hexanes) to yield 69.12C as a colorless oil (0.011 g, 24% yield).

후처리

  1. extractionThe reaction was extracted three times with EtOAc
  2. dry with materialAfter drying over anhydrous magnesium sulfate
  3. filtrationfiltering
  4. customthe organic solvent was removed under reduced pressure
  5. customthe product was purified on silica gel (0-20% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-8debc30864a34e129fd9d376f983a2c3
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08030354B2

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