Barium bromate → 1-(3-tert-Butylphenyl)ethan-1-one

HRID 733177

反応式

HRID 733177 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][CH3:12])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].S([O-])([O-])(=O)=[O:14].[Ce+3].S([O-])([O-])(=O)=O.S([O-])([O-])(=O)=O.[Ce+3].Br([O-])(=O)=O.[Ba+2].Br([O-])(=O)=O>C(#N)C.O>[C:1]([C:5]1[CH:6]=[C:7]([C:11](=[O:14])[CH3:12])[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

6

反応物 3

HCID 61706Barium bromateHCID 1397531-t-Butyl-3-ethylbenzeneHCID 159674Cerous sulfate

生成物 1

HCID 136579781-(3-tert-Butylphenyl)ethan-1-one

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

To a stirring solution of 1-tert-butyl-3-ethylbenzene (11.15) in acetonitrile (350 ml) and water (150 ml) at room temperature was added cerium (III) sulfate (6.05 g) and barium bromate (13.5 g). The resulting suspension was heated at reflux for 16 hrs. After cooling to room temperature, the reaction mixture was filtered. Saturated aqueous sodium thiosulphate solution was added to the filtrate, and the product was extracted into DCM (3×100 ml). Combined organics were washed with brine, dried over MgSO4 and concentrated in vacuo to give 1-(3-tert-butyl-phenyl)-ethanone as a yellow oil crude product (13.5 g). 1H NMR (CDCl3): δ 8.00 (s, 1H), 7.75 (d, 1H), 7.61 (d, 1H), 7.39 (t, 1H), 2.61 (s, 3H), 1.36 (s, 9H).

後処理

  1. temperatureThe resulting suspension was heated
  2. temperatureat reflux for 16 hrs
  3. filtrationthe reaction mixture was filtered
  4. additionSaturated aqueous sodium thiosulphate solution was added to the filtrate
  5. extractionthe product was extracted into DCM (3×100 ml)
  6. washCombined organics were washed with brine
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6715ea02b06f4d54891d740e2a2ec68f
出典データセット
uspto-grants-2009_09
特許番号
US07589095B2

関連ノート

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