Hydrogen Peroxide → Methyl-1,4-benzoquinone

HRID 727477

반응식

HRID 727477 반응식
[CH3:1][C:2]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][C:3]=1[OH:4].OO.C(N(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O)CN(CC([O-])=O)CC([O-])=O.[Na+].[Na+].[Na+].[Na+].[Na+].S(=O)(=O)(O)O>C(O)(=O)C>[CH3:1][C:2]1[C:3](=[O:4])[CH:5]=[CH:6][C:7](=[O:9])[CH:8]=1

참가 물질

6

반응물 4

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 7253MethylhydroquinoneHCID 8779Pentasodium Pentetate

생성물 1

HCID 11122Methyl-1,4-benzoquinone수율 89.3%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

A solution of 12.4 g (100 mmol) of methylhydroquinone in 90 ml of acetic acid and 28.4 g (250 mmol) of 30% by weight aqueous hydrogen peroxide were simultaneously added dropwise to a stirred solution of 0.68 g (2.0 mmol) of iron 5,14-dihydrodibenzo[b,i]-[5,9,14,18]tetraaza[14]annulene, 2.52 g (2.0 mmol) of a 40% by weight aqueous solution of pentasodium diethylenetriaminepentaacetate and 0.5 ml of concentrated sulfuric acid in 50 ml of acetic acid at 40° C. with cooling. The mixture was then stirred for 15 min and subsequently subjected to a steam distillation. The distillate was extracted three times with a total of 400 ml of methylene chloride. 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 10.9 g (89%) of methylbenzoquinone in the form of a yellow powder. Melting point 69°-71° C.

후처리

  1. temperaturewith cooling
  2. distillationsubsequently subjected to a steam distillation
  3. extractionThe distillate was extracted three times with a total of 400 ml of methylene chloride
  4. stirringThe organic phase was shaken with aqueous sodium bicarbonate solution
  5. customwith water, separated from the aqueous phase
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated to dryness

출처 및 근거

ORD 기록
ord-d6c849bc24bf41819c7f77c87c10ff2f
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05712416

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