Acetone → 2-(3,5-Dibromothiophen-2-yl)propan-2-ol

HRID 1859537

反応式

HRID 1859537 の反応式
Br[C:2]1[S:3][C:4]([Br:8])=[CH:5][C:6]=1[Br:7].CCCCCC.[Li]CCCC.[CH3:20][C:21]([CH3:23])=[O:22]>CCOCC>[Br:7][C:6]1[CH:5]=[C:4]([Br:8])[S:3][C:2]=1[C:21]([OH:22])([CH3:23])[CH3:20]

参加物

6

実験手順

A solution of 2,3,5-tribromothiophene (8.17 g, 25 mmol) in Et2O (N2 atmosphere) was cooled to −78° C. and treated with a 1.6 M hexane solution of nBuLi (15.6 mL, 25 mmol). The mixture was then stirred for 10 minutes, then treated with acetone (1.84 mL, 25 mmol). The mixture was then stirred for 30 minutes and quenched with H2O. The mixture was extracted with Et2O; the organic layers were combined, dried (MgSO4), and the solvent removed in vacuo. The residue was filtered through a plug of silica gel (gradient elution from hexanes to EtOAc) to provide the title compound.

後処理

  1. stirringThe mixture was then stirred for 30 minutes
  2. customquenched with H2O
  3. extractionThe mixture was extracted with Et2O
  4. dry with materialdried (MgSO4)
  5. customthe solvent removed in vacuo
  6. filtrationThe residue was filtered through a plug of silica gel (gradient elution from hexanes to EtOAc)

出典と根拠

ORDレコード
ord-9efd2e7c19d04d248fc0530be543a158
出典データセット
uspto-grants-2003_03
特許番号
US06528510B1

関連ノート

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