3-Fluoro-3-methylbutan-2-one → 1,1-Dibromo-3-fluoro-3-methyl-2-butanone

HRID 2121366ノート

反応式

HRID 2121366 の反応式
[CH3:1][C:2]([F:7])([CH3:6])[C:3](=[O:5])[CH3:4].[Br-:8].[Br-:9].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>ClCCl>[Br:8][CH:4]([Br:9])[C:3](=[O:5])[C:2]([F:7])([CH3:6])[CH3:1]

参加物

4

反応物 2

HCID 125315903-Fluoro-3-methylbutan-2-oneHCID 21124087Pyridiniumtribromide

生成物 1

HCID 222400991,1-Dibromo-3-fluoro-3-methyl-2-butanone収率 72.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a stirred solution of 3-methyl-3-fluoro-2-butanone (0.1031 g, 0.990 mmol) in anhydrous dichloromethane (5 ml) under nitrogen was added solid pyridinium tribromide (0.7035 g, 1.98 mmol) and the mixture was stirred at room temperature for 18 h. The mixture was then diluted with dichloromethane (5 ml), washed with dilute aqueous sodium hydrogensulfite (10 ml), then saturated aqueous NaCl (10 ml), dried (Na2SO4) and evaporated under low vacuum with no heat. The residue was purified by flash chromatography [silica gel, 5% Et2O/petroleum ether (40-60° C.)] to afford 0.1869 g (72%) of the title compound as a colourless oil: 1H NMR (360 MHz, CDCl3) δ1.65 (6H, d, J 21.5 Hz), 6.51 (1H, d, J 1.5 Hz).

後処理

  1. washwashed with dilute aqueous sodium hydrogensulfite (10 ml)
  2. dry with materialsaturated aqueous NaCl (10 ml), dried (Na2SO4)
  3. customevaporated under low vacuum with no heat
  4. customThe residue was purified by flash chromatography [silica gel, 5% Et2O/petroleum ether (40-60° C.)]

出典と根拠

ORDレコード
ord-940b48c6d02643959e87e8d7e0ef21b5
出典データセット
uspto-grants-2004_02
特許番号
US06696444B2

反応ノート

読み込み中…