3-Acetyl-5-bromopyridine → 2-(5-Bromo-3-pyridyl)propan-2-ol

HRID 530011

反応式

HRID 530011 の反応式
[CH3:1][Mg]Br.[Br:4][C:5]1[CH:6]=[C:7]([C:11](=[O:13])[CH3:12])[CH:8]=[N:9][CH:10]=1>O1CCCC1>[Br:4][C:5]1[CH:6]=[C:7]([C:11]([OH:13])([CH3:1])[CH3:12])[CH:8]=[N:9][CH:10]=1

参加物

4

反応物 2

HCID 8204233-Acetyl-5-bromopyridineHCID 178418573HCID 178418573、化合物

生成物 1

HCID 223919662-(5-Bromo-3-pyridyl)propan-2-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Methyl magnesium bromide (5.3 mL, 0.075 mol) was added to a stirred solution of 1-(5-bromopyridin-3-yl)ethanone (1.0 g, 0.05 mol) in tetrahydrofuran (20.0 mL), cooled to 0° C. and the resulting mixture was allowed to warm to room temperature and stirred for 1.5 h. The reaction mixture was quenched with 1N hydrochloric acid (20 mL) and extracted with ethyl acetate (2×75 mL). The combined organic layers were dried over sodium sulphate and concentrated under vacuum to afford the crude compound which was purified by column chromatography to obtain 2-(5-bromopyridin-3-yl)propan-2-ol. MS (M+1): 217.1.

後処理

  1. temperatureto warm to room temperature
  2. customThe reaction mixture was quenched with 1N hydrochloric acid (20 mL)
  3. extractionextracted with ethyl acetate (2×75 mL)
  4. dry with materialThe combined organic layers were dried over sodium sulphate
  5. concentrationconcentrated under vacuum
  6. customto afford the crude compound which
  7. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-78161fb62e904e78b4b4173b12300011
出典データセット
uspto-grants-2016_05
特許番号
US09351973B2

関連ノート

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