1,8-Dihydroxyanthraquinone → 1,8,10-Trihydroxy-10-phenyl-9-anthrone

HRID 653436

Reaction equation

HRID 653436 reaction equation
[C:1]1([Li])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:8][C:9]1[C:22]2[C:21](=[O:23])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][C:19]=3[OH:24])[C:14](=[O:25])[C:13]=2[CH:12]=[CH:11][CH:10]=1>O1CCCC1>[OH:8][C:9]1[C:22]2[C:21](=[O:23])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][C:19]=3[OH:24])[C:14]([OH:25])([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[C:13]=2[CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 29501,8-DihydroxyanthraquinoneHCID 178506676HCID 178506676, compound

Product 1

HCID 123858451,8,10-Trihydroxy-10-phenyl-9-anthrone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The process of the present invention comprises reacting phenyl lithium with 1,8-dihydroxy anthraquinone in the presence of an anhydrous organic solvent, such as tetrahydrofuran, to form 1,8,10-trihydroxy-10-phenyl-9-anthrone which is then reduced with a reducing agent so as to produce 1,8-dihydroxy-10-phenyl-9-anthrone.

Sources & evidence

ORD record
ord-80e3bf9330cf4c7da808df55d2482d9a
Source dataset
uspto-grants-1987_06
Patent number
US04677123

Linked notes

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