1-(2-Chloropyrimidin-5-yl)ethan-1-one → 2-(2-Chloropyrimidin-5-yl)propan-2-ol

HRID 1046098ノート

反応式

HRID 1046098 の反応式
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][N:3]=1.[CH3:11][Mg+].[Br-]>C1COCC1>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:10])([CH3:11])[CH3:9])=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 137157421-(2-Chloropyrimidin-5-yl)ethan-1-oneHCID 178418689HCID 178418689、化合物

生成物 1

HCID 137157472-(2-Chloropyrimidin-5-yl)propan-2-ol収率 51.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

To a solution of 1-(2-chloropyrimidin-5-yl)ethanone (268 mg, 1.7 mmol) in THF (20 mL) was added MeMgBr (2.68 mL, 8.04 mmol) at −78° C. under nitrogen. The solution was stirred at −78° C. for 20 min, quenched with satd aq NH4Cl, and extracted with EtOAc. The combined organic layer was dried over anhydrous Na2SO4 and concentrated to give an oil, which was purified by prep TLC (PE:EA 3:1) to give 2-(2-chloropyrimidin-5-yl)propan-2-ol (150 mg, yield 51%).

後処理

  1. customquenched with satd aq NH4Cl
  2. extractionextracted with EtOAc
  3. dry with materialThe combined organic layer was dried over anhydrous Na2SO4
  4. concentrationconcentrated
  5. customto give an oil, which
  6. customwas purified by prep TLC (PE:EA 3:1)

出典と根拠

ORDレコード
ord-1e03a37a646048bb874be26cc8541abf
出典データセット
uspto-grants-2013_10
特許番号
US08569292B2

反応ノート

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