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

HRID 1772876ノート

反応式

HRID 1772876 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-7311e09d06f14b2cbe904d3140519e13
出典データセット
uspto-grants-2016_02
特許番号
US09249160B2

反応ノート

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