Potassium Persulfate → 2,3-Dihydro-2,2-dimethyl-7-nitrobenzofuran-3-one

HRID 440660

反応式

HRID 440660 の反応式
[CH3:1][C:2]1([CH3:14])[CH2:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([N+:11]([O-:13])=[O:12])[C:4]=2[O:3]1.S(OOS([O-])(=O)=O)([O-])(=O)=[O:16].[K+].[K+]>C(#N)C.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2]>[CH3:1][C:2]1([CH3:14])[C:6](=[O:16])[C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([N+:11]([O-:13])=[O:12])[C:4]=2[O:3]1

参加物

6

反応物 2

HCID 24412Potassium PersulfateHCID 834162,3-Dihydro-2,2-dimethyl-7-nitrobenzofuran

生成物 1

HCID 224047252,3-Dihydro-2,2-dimethyl-7-nitrobenzofuran-3-one収率 93.5%

試薬・触媒・溶媒 3

HCID 24463Copper sulfate pentahydrate触媒HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

A mixture of 37.3 g (0.193 mole) of 2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran, 156.6 g (0.58 mole) of potassium persulfate, and 48.2 g (0.193 mole) of copper(II) sulfate pentahydrate in 500 mL of acetonitrile and 500 mL of water was prepared. This mixture was heated at reflux for one hour with vigorous stirring. The reaction mixture was cooled and then extracted three times with methylene chloride. The combined extracts were dried over anhydrous magnesium sulfate, filtered, and the solvent was evaporated from the filtrate under reduced pressure, leaving 37.4 g of 2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran-3-one as a residue. The NMR and IR spectra of the same product from a previous run of this reaction were consistent with the proposed structure.

後処理

  1. customwas prepared
  2. temperatureThis mixture was heated
  3. temperatureat reflux for one hour with vigorous stirring
  4. temperatureThe reaction mixture was cooled
  5. extractionextracted three times with methylene chloride
  6. dry with materialThe combined extracts were dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customthe solvent was evaporated from the filtrate under reduced pressure

出典と根拠

ORDレコード
ord-f1825f0b5f7f4e1bb24e9f92e97f9cdd
出典データセット
uspto-grants-1996_05
特許番号
US05521147

関連ノート

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