HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 89896086, compound → HCID 89882652, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 89896086 | HCID 89896086 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 89882652 | HCID 89882652 | 24.1% |
Reaction Steps
3-benyloxy-2-(3,4-difluorophenyl)-5,7-dihydroxy-6,8-di(3-methyl-2-buten-1-yl)-4H-benzopyran-4-one (30 mg) was dissolved in 10 mL methanol, and 5% Pd/C (10 mg) was added. The reaction mixture was hydrogenated at 0° C. under atmospheric pressure for 5 hr. The mixture was filtered and the filtrate was concentrated. The residue was purified by silica gel column chromatography (eluent:methol/dichloromethane, 1:50) to give the desired compound (6 mg, yield 24%). 1H NMR (400 MHz, CDCl3): δ=11.94 (s, 1H), 8.08-7.98 (m, 2H), 7.31 (dd, 1H, J1=18.4 Hz, J2=8.8 Hz), 6.76 (s, 1H), 6.45 (s, 1H), 5.28-5.22 (m, 2H), 3.56 (d, 2H, J=6.8 Hz), 3.47 (d, 2H, J=7.2 Hz), 1.86 (s, 3H), 1.85 (s, 3H), 1.77 (s, 3H), 1.76 (s, 3H); LC-MS (ESI) m/z 442.9 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090583B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-c3807bc003fc4e4d9b0b1f725bc80057 |
| Source note | uspto-grants-2015_07 |