6-Methyl-2-pyridinecarboxaldehyde → 1-(6-Methylpyridin-2-yl)ethanol

HRID 917673

反応式

HRID 917673 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([CH:8]=[O:9])[CH:5]=[CH:4][CH:3]=1.[CH3:10][Mg]Br>O1CCCC1>[CH3:1][C:2]1[N:7]=[C:6]([CH:8]([OH:9])[CH3:10])[CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 707376-Methyl-2-pyridinecarboxaldehydeHCID 178418573HCID 178418573、化合物

生成物 1

HCID 3531381-(6-Methylpyridin-2-yl)ethanol収率 100%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-10 °C

実験手順

To a −60° C. solution of 6-methyl-pyridine-2-carbaldehyde (25 g, 206 mmol) in tetrahydrofuran (200 mL) was added methyl magnesium bromide (200 mL, 1.4 M in tetrahydrofuran/toluene, 1.36 equiv) over 40 minutes. The reaction mixture was slowly warmed to −10° C. over 90 minutes, and then slowly quenched with saturated aqueous ammonium chloride (75 mL). The liquid phase was decanted from the solids and concentrated in vacuo. The resulting residue was dissolved in methylene chloride, dried over magnesium sulfate, and concentrated in vacuo to yield 1-(6-Methyl-pyridin-2-yl)-ethanol (28 g, 100%).

後処理

  1. customslowly quenched with saturated aqueous ammonium chloride (75 mL)
  2. customThe liquid phase was decanted from the solids
  3. concentrationconcentrated in vacuo
  4. dissolutionThe resulting residue was dissolved in methylene chloride
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-5f46f5dc404e4471ac09b56fdf5b8021
出典データセット
uspto-grants-2007_09
特許番号
US07273936B2

関連ノート

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