1,4,4a,9a-Tetrahydroanthracene-9,10-dione → 1,2,3,4,4a,9a-Hexahydroanthracene-9,10-dione

HRID 225009Notes

Reaction equation

HRID 225009 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.[H][H]>C1(C)C=CC=CC=1>[CH2:4]1[CH:5]2[CH:14]([C:13](=[O:15])[C:12]3[C:7]([C:6]2=[O:16])=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:1][CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 920211,4,4a,9a-Tetrahydroanthracene-9,10-dioneHCID 178418361HCID 178418361, compound

Product 1

HCID 205096801,2,3,4,4a,9a-Hexahydroanthracene-9,10-dioneYield 93.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The operation is as in Example 1 except for using 424 g of 1,4,4a,9a-tetrahydro-anthraquinone, 2 liters of toluene and 4 g of catalyst. After two hours of reaction, hydrogen is no longer absorbed. 28.5 Grams of 1,2,3,4-tetrahydro9,10-anthracene-diol containing the catalyst are repeated by filtration and, after concentration of the solution, 402 g of 1,2,3,4,4a,9a-hexahydro-9,10-anthracene-dione are obtained.

Workup

  1. customis no longer absorbed
  2. filtration28.5 Grams of 1,2,3,4-tetrahydro9,10-anthracene-diol containing the catalyst are repeated by filtration

Sources & evidence

ORD record
ord-9e8da911bb48431fae502ce68ece2b86
Source dataset
uspto-grants-1980_11
Patent number
US04235666

Reaction notes

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