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

HRID 79474노트

반응식

HRID 79474 반응식
[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

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 103516975-Fluoropyridine-2-carboxaldehyde

생성물 1

HCID 24729312(5-Fluoropyridin-2-yl)methanol수율 99.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0ae13b38200f44a191d054b114a70d11
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841455B2

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