Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Wogonin | HCID 5281703 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 44608498 | HCID 44608498 | — |
Reaction Steps
The mixture of Wogonin (28.4 g), methanol (350 ml), 37% formaldehyde solution (8.1 ml), piperidine (8.5 g) was stirred under for 4.5 hours at 55° 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 35.3 g of purity 99.2%. MS: (API-ES) m/z 382.5[M+H]+, 404.5[M+Na]+; 1H NMR (DMSO-d6, 400 MHz) δ 8.05˜8.06 (m, 2H, Ar-2′,6′-H), 7.60˜7.61 (m, 3H, Ar-3′,4′,5′-H), 6.89 (s, 1H, 3-H), 3.95 (s, 2H, CH2), 3.83 (s, 3H, 8-OCH3), 2.79 (s, 4H, CH2), 1.64 (m, 4H, CH2), 1.50 (m, 2H, CH2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08377895B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-2f29206025414c6196951b5d1fd0245d |
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| Source note | uspto-grants-2013_02 |
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