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

HRID 1662486
ノート
印刷プレビュー

反応式

HRID 1662486 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-8debc30864a34e129fd9d376f983a2c3
出典データセット
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08030354B2

反応ノート

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