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3',5'-Difluoroacetophenone → 1-(3,5-Difluorophenyl)ethan-1-ol

HRID 520258
ノート
印刷プレビュー

反応式

HRID 520258 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[C:6]([F:8])[CH:7]=1.[BH4-].[Na+]>CO>[F:1][C:2]1[CH:3]=[C:4]([CH:9]([OH:11])[CH3:10])[CH:5]=[C:6]([F:8])[CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 5185963',5'-DifluoroacetophenoneHCID 4311764Sodium borohydride

生成物 1

HCID 27823261-(3,5-Difluorophenyl)ethan-1-ol収率 99.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a colorless stirred solution of 3′,5′-difluoroacetophenone (50.00 g, 320.24 mmol) in methanol (320 mL), sodium borohydride (3.41 g, 86.47 mmol, 0.27 eq) was added portion wise over 20 minutes at room temperature under inert atmosphere (Ar). Then the reaction mixture was stirred for 45 min at room temperature and then quenched carefully by the addition of a saturated aqueous ammonium chloride solution (150 mL). The extraction was carried out with ethyl acetate (2×200 mL). The combined organic layers were washed with brine (200 mL), dried over anhydrous Na2SO4 and filtered. The solvent was removed in vacuo to give the title compound (50.29 g, 99%) as a colorless oil. The alcohol was used as such in the subsequent step.

後処理

  1. customquenched carefully by the addition of a saturated aqueous ammonium chloride solution (150 mL)
  2. extractionThe extraction
  3. washThe combined organic layers were washed with brine (200 mL)
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-15b6b7f4129b4f74952914e02c45668f
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09326513B2

反応ノート

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