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

HRID 1167115ノート

反応式

HRID 1167115 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) δ 1.65 (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-85ebb76396bc4b54a474ba6729981dae
出典データセット
uspto-grants-2003_09
特許番号
US06617326B2

反応ノート

読み込み中…