Oxygen → Methyl-1,4-benzoquinone

HRID 727481

反応式

HRID 727481 の反応式
O=O.[CH3:3][C:4]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:5]=1[OH:6].S(=O)(=O)(O)O>C(O)(=O)C>[CH3:3][C:4]1[C:5](=[O:6])[CH:7]=[CH:8][C:9](=[O:11])[CH:10]=1

参加物

5

反応物 3

HCID 977Oxygen2 回HCID 1118Sulfuric AcidHCID 7253Methylhydroquinone

生成物 1

HCID 11122Methyl-1,4-benzoquinone収率 61.4%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

反応条件

温度
40 °C

実験手順

Oxygen was passed into a solution of 0.68 g (2 mmol) of iron 5,14-dihydrodibenzo[b,i][5,9,14,18]tetraaza[14]annulene in 150 ml of 85% by weight aqueous acetic acid and, during this, a solution of 12.4 g (100 mmol) of methylhydroquinone and 0.5 g of concentrated sulfuric acid in 75 ml of 85% by weight acetic acid was added dropwise while stirring vigorously at 40° C. After oxygen up-take ceased, the mixture was subjected to a steam distillation. The distillate was extracted with tert-butyl methyl ether. The organic phase was shaken with aqueous sodium bicarbonate solution and then with water, separated from the aqueous phase, dried over magnesium sulfate, filtered and evaporated to dryness to yield 7.5 g (46%) of 2-methylbenzoquinone in the form of a yellow powder. Melting point 66°-68° C.

後処理

  1. distillationthe mixture was subjected to a steam distillation
  2. extractionThe distillate was extracted with tert-butyl methyl ether
  3. stirringThe organic phase was shaken with aqueous sodium bicarbonate solution
  4. customwith water, separated from the aqueous phase
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-5e6a35ae7d31484597e3dd3d9eaeb9f3
出典データセット
uspto-grants-1998_01
特許番号
US05712416

関連ノート

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