Sodium borohydride → (5-Fluoro-3-methylpyridin-2-yl)methanol

HRID 1772876노트

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HRID 1772876 반응식
[BH4-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([CH3:12])[C:7]([CH:10]=[O:11])=[N:8][CH:9]=1>CCO>[F:3][C:4]1[CH:5]=[C:6]([CH3:12])[C:7]([CH2:10][OH:11])=[N:8][CH:9]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 714642235-Fluoro-3-methylpyridine-2-carbaldehyde

생성물 1

HCID 71464206(5-Fluoro-3-methylpyridin-2-yl)methanol수율 51.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium borohydride (125 mg, 3.3 mmol) was added to a solution of 5-fluoro-3-methylpyridine-2-carbaldehyde (417 mg, 3.0 mmol) in EtOH (10 mL) and stirred at rt for 3 h. The reaction was quenched by dropwise addition of saturated aqueous NH4Cl solution (10 mL) and stirred for 15 h. The reaction mixture was extracted twice with DCM and the combined organic phases were concentrated in vacuo. Purification by gradient column chromatography, eluting with 10-60% EtOAc in iso-hexane to yield the title compound (218 mg, 51%).

후처리

  1. customThe reaction was quenched by dropwise addition of saturated aqueous NH4Cl solution (10 mL)
  2. stirringstirred for 15 h
  3. extractionThe reaction mixture was extracted twice with DCM
  4. concentrationthe combined organic phases were concentrated in vacuo
  5. customPurification by gradient column chromatography
  6. washeluting with 10-60% EtOAc in iso-hexane

출처 및 근거

ORD 기록
ord-7311e09d06f14b2cbe904d3140519e13
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249160B2

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