Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | Daidzein | HCID 5281708 | — |
| Reactant | Dichloromethane ethylacetate | HCID 21226138 | — |
| Reactant | Diethylether hexane | HCID 21584099 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (+-)-Dihydrodaidzein | HCID 176907 | 84.4% |
Reaction Steps
To a solution of daidzein (0.657 g, 2.58 mmol) in methanol (60 mL) was added 10% Pd/C (0.657 g) carefully, following by ammonium formate (0.652 g, 10.3 mmol). The mixture was heated up to 50-60° C. and stirred for one hour. The reaction was monitored by TLC (CH2Cl2/EtOAc=7:2 or 70% Et2O/Hexane) and GC. After the reaction complete, the Pd/C was filtered and the filtrate was concentrated, which gave a crude product (0.558 g) of dihydrodaidzein as the major product and the trans/cis isomers of tetrahydrodaidzein as the minor products. The dihydrodaidzein was purified by standard procedures.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07419998B2 |
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| Source dataset | uspto-grants-2008_09 |
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| ORD ID | ord-2bf77f3918414e78af4392dfbf2c4795 |
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| Source note | uspto-grants-2008_09 |
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