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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1682921Generated: October 29, 2026

Styrene → HCID 54514540, compound

https://huagongshe.com/reaction/1682921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStyreneHCID 7501—
ReactantTriethylamineHCID 8471—
Reactant(4aR)-(10bR)-4,10b-dimethyl-8-bromo-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-oneHCID 15355317—
CatalystTri-o-tolylphosphineHCID 80271—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 54514540HCID 5451454074.4%

Reaction Steps

Five hundred mg of (4aR)-(10bR)-4,10b-dimethyl-8-bromo-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one, 4 mg of palladium acetate, 20 mg of tri-o-tolylphosphine, 0.34 mL of triethylamine and 5 mL of dimethylformamide were placed in a screw capped sealable tube with a stir bar. The mixture was warmed to 60° and then 200 mg of styrene was added and the vessel was flushed with argon. The vessel was then capped and heated at 120° for 24 h. The reaction mixture was cooled, diluted with ethyl acetate and filtered and the filtrate was concentrated under vacuum. The residue was dissolved in chloroform and washed twice with water. The organic layer was dried, filtered and evaporated under vacuum to obtain 400 mg of residue, which was recrystallized from ethyl acetate to obtain the desired product. m.p. 173°-175°. FDMS m/e=331.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05635197
Source datasetuspto-grants-1997_06
ORD IDord-98d1b1c913624ddc9a424d2226258525
Source noteuspto-grants-1997_06