3-Bromo-4-methylpyridine-2-carbaldehyde → 1-(3-Bromo-4-methylpyridin-2-yl)ethanol

HRID 1502461ノート

反応式

HRID 1502461 の反応式
[CH3:1][Mg]Cl.[Br:4][C:5]1[C:6]([CH:12]=[O:13])=[N:7][CH:8]=[CH:9][C:10]=1[CH3:11]>C1COCC1>[Br:4][C:5]1[C:6]([CH:12]([OH:13])[CH3:1])=[N:7][CH:8]=[CH:9][C:10]=1[CH3:11]

参加物

4

反応物 2

HCID 866749793-Bromo-4-methylpyridine-2-carbaldehydeHCID 178418332HCID 178418332、化合物

生成物 1

HCID 679748401-(3-Bromo-4-methylpyridin-2-yl)ethanol収率 92%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-15 °C

実験手順

Methylmagnesium chloride (3.0 mol/L) in THF (0.17 mL, 0.525 mmol) was added dropwise to a solution of 3-bromo-4-methyl-pyridine-2-carbaldehyde (100 mg, 0.50 mmol) in THF (2 mL) cooled at −15° C. After 5 min, the reaction was quenched with a few drops of saturated aqueous ammonium chloride solution. The reaction mixture was diluted with ethyl acetate (25 mL) and washed with water (5 mL). The organic layer was separated, dried over sodium sulfate, filtered and concentrated in vacuo to provide the title compound as a yellow oil (100 mg, 92%), which was used in subsequent steps without further purification.

後処理

  1. customthe reaction was quenched with a few drops of saturated aqueous ammonium chloride solution
  2. additionThe reaction mixture was diluted with ethyl acetate (25 mL)
  3. washwashed with water (5 mL)
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-40ba4459b953430f80391996aa2385d2
出典データセット
uspto-grants-2015_12
特許番号
US09206175B2

反応ノート

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