1,4,4a,9a-Tetrahydroanthracene-9,10-dione → Anthraquinone

HRID 894277Notes

Reaction equation

HRID 894277 reaction equation
[CH2:1]1[CH:14]2[CH:5]([C:6](=[O:16])[C:7]3[C:12]([C:13]2=[O:15])=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH2:4][CH:3]=[CH:2]1>[Pd]>[CH:8]1[C:7]2[C:6](=[O:16])[C:5]3[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=3)[C:13](=[O:15])[C:12]=2[CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 1

HCID 920211,4,4a,9a-Tetrahydroanthracene-9,10-dione

Product 1

HCID 6780AnthraquinoneYield 18.3%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

20 g of 1,4,4a,9a-tetrahydro-anthraquinone and 2 g of palladium at 5% on charcoal are heated under an atmosphere of nitrogen for one hour at 130° C. After cooling, the solid mixture is washed with 250 ml of acetone. After a similar treatment to that of the preceding Examples 1 and 2, 3.6 g of anthraquinone and 16 g of a mixture of 1,2,3,4-tetrahydro-9,10-anthracenediol and 1,2,3,4-tetrahydro-anthraquinone (Mixture C) are obtained.

Workup

  1. temperatureAfter cooling
  2. washthe solid mixture is washed with 250 ml of acetone

Sources & evidence

ORD record
ord-f7021ffae4bd477387ba8e7c1f8f43a1
Source dataset
uspto-grants-1981_08
Patent number
US04283345

Reaction notes

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