Genistin → Genistein

HRID 1489846Notes

Reaction equation

HRID 1489846 reaction equation
[CH:1]1[C:6]([C:7]2[C:16](=[O:17])[C:15]3[C:14]([OH:18])=[CH:13][C:12]([O:19][C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=[CH:11][C:10]=3[O:9][CH:8]=2)=[CH:5][CH:4]=[C:3]([OH:31])[CH:2]=1>Cl>[CH:5]1[C:6]([C:7]2[C:16](=[O:17])[C:15]3[C:14]([OH:18])=[CH:13][C:12]([OH:19])=[CH:11][C:10]=3[O:9][CH:8]=2)=[CH:1][CH:2]=[C:3]([OH:31])[CH:4]=1

Participants

3

Reactant 1

HCID 5281377Genistin

Product 1

HCID 5280961GenisteinYield 74.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

About 49.0 mg of genistin were refluxed in 15 ml 4N HCl for five hours at 105°±5° C. About 22.9 mg of genistein was obtained with about 75% recovery. About 13 mg genistein from the previous step was extracted twice with 50 ml diethyl ether. The extracts were combined, and evaporated to dryness. The solids obtained were crystallized from 2 ml of a solution made from 3 parts ethanol and 2 parts water. About 8.2 mg of the genistein crystal was obtained with 63% recovery and about 99% purity.

Sources & evidence

ORD record
ord-62e89bb71f1e415ba1ea834fd6fc14d4
Source dataset
uspto-grants-1997_10
Patent number
US05679806

Reaction notes

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