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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528044Generated: October 30, 2026

HCID 86702219, compound → HCID 57406587, compound

https://huagongshe.com/reaction/1528044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 86702219HCID 86702219—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 57406587HCID 574065879%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090583B2
Source datasetuspto-grants-2015_07
ORD IDord-3e30f860d6174279909328b7f1616713
Source noteuspto-grants-2015_07