HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 86702219, compound → HCID 57406587, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 86702219 | HCID 86702219 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 57406587 | HCID 57406587 | 9% |
Reaction Steps
3-benzyloxy-2-(3-fluoro-4-chlorophenyl)-5,7-dihydroxy-6,8-di(3-methyl-2-buten-1-yl)-4H-benzopyran-4-one 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 tilted and the filtrate was concentrated. The residue was purified by silica gel column chrotomagraphy (eluent:methol/dichloromethane, 1:50) to give the desired compound (11.3 mg, yield 9.0%). 1H NMR (400 MHz, CDCl3): δ=11.82 (s, 1H), 8.02-7.94 (m, 2H), 7.53 (dd, 1H, J1=8.4 Hz, J2=7.6 Hz), 6.80 (s, 1H), 6.46 (s, 1H), 5.27-5.24 (m, 2H), 3.56 (d, 2H, J=6.8 Hz), 3.47 (d, 2H, J=7.2 Hz), 1.86 (s, 3H), 1.81 (s, 3H), 1.78 (s, 3H), 1.76 (s, 3H); LC-MS (ESI) m/z 459.6 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090583B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-3e30f860d6174279909328b7f1616713 |
| Source note | uspto-grants-2015_07 |