Quinone → HCID 20401718, compound

HRID 1980460Notes

Reaction equation

HRID 1980460 reaction equation
[C:1]1(=[O:8])[CH:6]=[CH:5][C:4](=[O:7])[CH:3]=[CH:2]1.[CH2:9]=[CH:10][CH:11]=[CH2:12].[H][H]>C1C=CC=CC=1.C(O)C.[Pd]>[CH2:9]1[CH:5]2[CH:6]([C:1](=[O:8])[CH:2]3[CH:3]([C:4]2=[O:7])[CH2:3][CH2:2][CH2:1][CH2:6]3)[CH2:12][CH2:11][CH2:10]1

Participants

7

Reactant 3

HCID 4650QuinoneHCID 78451,3-ButadieneHCID 178418361HCID 178418361, compound

Product 1

HCID 20401718HCID 20401718, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 241BenzeneSolventHCID 702EthanolSolvent

Procedure

The reaction was conducted using a solution of p-benzoquinone and each of the above-mentioned butadiene derivatives in benzene under heating and refluxing conditions for four hours. The resulting compounds were dissolved in ethanol, in which was suspended a palladium catalyst adsorbed on alumina. Thereafter, hydrogen gas was blown into the solution for 2 hours while keeping the temperature of the solution at 20° C. to obtain dodecahydro-9,10-anthraquinone derivatives.

Workup

  1. temperatureunder heating
  2. temperaturerefluxing conditions for four hours
  3. customat 20° C.

Sources & evidence

ORD record
ord-ea67bd4cc522423ba059c7b6c58aff80
Source dataset
uspto-grants-1985_04
Patent number
US04510089

Reaction notes

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