Hydroquinone → Quinizarin

HRID 649274Notes

Reaction equation

HRID 649274 reaction equation
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[OH:2].[C:9](Cl)(=[O:19])[C:10]1[C:11](=[CH:15][CH:16]=[CH:17][CH:18]=1)[C:12](Cl)=[O:13]>CCO>[OH:2][C:1]1[C:8]2[C:12](=[O:13])[C:11]3[C:10](=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:9](=[O:19])[C:7]=2[C:5]([OH:6])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 785HydroquinoneHCID 6955Phthaloyl chloride

Product 1

HCID 6688QuinizarinYield 65%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The method was the same as in Example 1, but using 11.0 g (0.1 mols) of hydroquinone and 20.1 g (0.1 mols) of phthalic acid dichloride. The product was 15.6 g (65% yield) of 1,4-dihydroxy-9,10-anthraquinone (2), m.p.=199° C. (literature 200°-202° C. EtOH).

Sources & evidence

ORD record
ord-fe94fbe640734370af6217faf9d5cc6f
Source dataset
uspto-grants-1988_04
Patent number
US04739062

Reaction notes

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