Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 4-Hydroxypyrrolidine | HCID 98210 | — |
| Reactant | Baicalein | HCID 5281605 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 44608177 | HCID 44608177 | — |
Reaction Steps
The mixture of Baicalein (27 g), methanol (350 ml), 37% formaldehyde solution (8.04 ml), 3-hydroxyl-pyrrolidine (8.8 g) was stirred under for 4 hours at 50° C., then precipitates were removed by filtration and washed several times with methanol, after drying under reduced pressure at 65° C. to get the product as yellow solid 36.0 g of purity 99.0%. MS: (API-ES) m/z 370.1[M+H]+, 739.2 [2M+H]+, 761.2[2M+Na]+; 1H NMR (DMSO-d6, 400 MHz): δ 8.05˜8.07 (m, 2H, Ar-2′,6′-H), 7.58˜7.59 (m, 3H, Ar-3′,4′,5′-H), 6.87 (s, 1H, 3-H), 4.17 (s, 2H, CH2), 3.32 (m, 1H, CH), 2.28, 2.53 (m, 2H, CH2), 2.20, 2.30 (m, 2H, CH2), 1.81, 1.62 (m, 2H, CH2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08377895B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-1d70504f566f4836b43c5b65cdfbbe70 |
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| Source note | uspto-grants-2013_02 |
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