Sodium borohydride → (5-Fluoropyridin-2-yl)methanol

HRID 79474ノート

反応式

HRID 79474 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[O:9])=[N:6][CH:7]=1.[BH4-].[Na+]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][OH:9])=[N:6][CH:7]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 103516975-Fluoropyridine-2-carboxaldehyde

生成物 1

HCID 24729312(5-Fluoropyridin-2-yl)methanol収率 99.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A suspension of 5-fluoropicolinaldehyde (10.0 g, 79.94 mmol) in MeOH (160 mL) was treated with sodium borohydride (9.073 g, 239.8 mmol) in portions. The mixture was stirred at ambient temperature for 16 hours. The mixture was quenched with water, concentrated under reduced pressure, diluted with water and extracted with EtOAc. The combined organic extracts were dried (phase separator silicone treated filter paper), and concentrated under reduced pressure to give a clear oil, which was triturated with ether. The resulting solid was collected by filtration to afford (5-fluoropyridin-2-yl)methanol (10.15 g, 99% yield).

後処理

  1. customThe mixture was quenched with water
  2. concentrationconcentrated under reduced pressure
  3. additiondiluted with water
  4. extractionextracted with EtOAc
  5. customThe combined organic extracts were dried
  6. addition(phase separator silicone treated filter paper)
  7. concentrationconcentrated under reduced pressure
  8. customto give a clear oil, which
  9. customwas triturated with ether
  10. filtrationThe resulting solid was collected by filtration

出典と根拠

ORDレコード
ord-0ae13b38200f44a191d054b114a70d11
出典データセット
uspto-grants-2014_09
特許番号
US08841455B2

反応ノート

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