溴酸钡 → 间叔丁基苯乙酮

HRID 733177

反应方程式

HRID 733177 反应方程式
[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]

参与物

6

反应物 3

HCID 61706溴酸钡HCID 1397531-特-丁基-3-乙基苯HCID 159674硫酸亚铈(III)

产物 1

HCID 13657978间叔丁基苯乙酮

试剂、催化剂与溶剂 2

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 6342乙腈溶剂

实验过程

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).

后处理

  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

来源与证据

ORD记录
ord-6715ea02b06f4d54891d740e2a2ec68f
来源数据集
uspto-grants-2009_09
专利号
US07589095B2

关联笔记

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