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Sodium borohydride → 2-Fluoro-2-methyl-1-(pyridin-3-yl)propan-1-ol

HRID 1747526
ノート
印刷プレビュー

反応式

HRID 1747526 の反応式
[F:1][C:2]([CH3:12])([CH3:11])[C:3]([C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)=[O:4].[BH4-].[Na+]>CO>[F:1][C:2]([CH3:12])([CH3:11])[CH:3]([C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)[OH:4]
参加物反応条件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 4311764Sodium borohydrideHCID 674028752-Fluoro-2-methyl-1-(pyridin-3-yl)propan-1-one

生成物 1

HCID 674021132-Fluoro-2-methyl-1-(pyridin-3-yl)propan-1-ol収率 89%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

In methanol (30.0 mL) was dissolved 2-fluoro-2-methyl-1-(pyridin-3-yl)propan-1-one (1.73 g, 10.3 mmol) obtained in Step 3. Sodium borohydride (584 mg, 15.4 mmol) was added and the mixture was stirred at 0° C. for 30 minutes. The solvent was evaporated under reduced pressure and water was added. Extraction with ethyl acetate, washing with saturated brine and drying over anhydrous sodium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) and further purified by preparative thin-layer chromatography (hexane/ethyl acetate=3/7) to give Compound A11 (1.54 g, 89% yield).

後処理

  1. customThe solvent was evaporated under reduced pressure and water
  2. additionwas added
  3. extractionExtraction with ethyl acetate
  4. washwashing with saturated brine
  5. dry with materialdrying over anhydrous sodium sulfate
  6. filtrationAfter filtration
  7. customthe solvent in the filtrate was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1)
  9. customfurther purified by preparative thin-layer chromatography (hexane/ethyl acetate=3/7)
  10. customto give Compound A11 (1.54 g, 89% yield)

出典と根拠

ORDレコード
ord-f01bd0c2f5f84e6f989030d525ca9640
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09150569B2

反応ノート

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