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

HRID 917673

반응식

HRID 917673 반응식
[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

참가 물질

4

반응물 2

HCID 707376-Methyl-2-pyridinecarboxaldehydeHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 3531381-(6-Methylpyridin-2-yl)ethanol수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-10 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-5f46f5dc404e4471ac09b56fdf5b8021
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273936B2

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