1,4,4a,9a-Tetrahydroanthracene-9,10-dione → HCID 18688925, compound

HRID 225008Notes

Reaction equation

HRID 225008 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].C1(C)C=CC=CC=1>[CH2:4]1[C:5]2[C:14](=[C:13]([OH:15])[C:12]3[C:7]([C:6]=2[OH:16])=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:1][CH2:2][CH2:3]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

5

Reactant 1

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

Product 2

HCID 18688925HCID 18688925, compoundHCID 205096801,2,3,4,4a,9a-Hexahydroanthracene-9,10-dione

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

The operation is as in Example 1, except for using 63.6 g of 1,4,4a,9a-tetrahydro-anthraquinone, 150 cc of toluene and 0.4 g of palladium catalyst. After 3 hours at 80° C. under 100 bars pressure, 7 g of 1,2,3,4-tetrahydro-9,10-anthracene-diol and 57 g of 1,2,3,4,4a,9a-hexahydro-9,10-anthracene-dione are obtained.

Sources & evidence

ORD record
ord-1aefffd5a52a49589097a4e638caaf66
Source dataset
uspto-grants-1980_11
Patent number
US04235666

Reaction notes

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