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

HRID 413474ノート

反応式

HRID 413474 の反応式
[BH4-].[Na+].[Cl:3][C:4]1[C:9]([CH:10]=[O:11])=[CH:8][C:7]([CH3:12])=[CH:6][N:5]=1>CO>[Cl:3][C:4]1[C:9]([CH2:10][OH:11])=[CH:8][C:7]([CH3:12])=[CH:6][N:5]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 98340182-Chloro-5-methylpyridine-3-carbaldehyde

生成物 1

HCID 12056721(2-Chloro-5-methylpyridin-3-yl)methanol収率 88%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium borohydride (0.65 g, 0.0167 moles) was added slowly to a well-stirred solution of 2-chloro-5-methylpyridine-3-carbaldehyde (1.3 g, 0.0084 moles) in methanol (20 ml) at 0° C. temperature over a period of 15 minutes. The reaction mass was further stirred for 2 hours at the same temperature. The solvent was removed under reduced pressure and the mass was quenched with water (25 ml). The mass was extracted with ethyl acetate (2×50 ml) and the layers separated. The organic layer was removed under reduced pressure. The residue so obtained was subjected to chromatographic purification on silica gel to give 2-chloro-3-hydroxymethyl-5-methylpyridine as a solid in 88 % yield.

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe mass was quenched with water (25 ml)
  3. extractionThe mass was extracted with ethyl acetate (2×50 ml)
  4. customthe layers separated
  5. customThe organic layer was removed under reduced pressure
  6. customThe residue so obtained
  7. customwas subjected to chromatographic purification on silica gel

出典と根拠

ORDレコード
ord-55e33fcc56a84aee8883be0977b9913f
出典データセット
uspto-grants-2003_05
特許番号
US06566528B1

反応ノート

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