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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673342Generated: November 1, 2026

Toluene → HCID 67344875, compound

https://huagongshe.com/reaction/1673342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant3-ButenylbenzeneHCID 13033—
ReactantTri-o-tolylphosphineHCID 80271—
Reactanttert-Butyl 4-bromo-2-nitrobenzoateHCID 26369829—
Catalystpalladium(II) acetateHCID 167845—
SolventTriethylamineHCID 8471—
ProductHCID 67344875HCID 67344875—

Reaction Steps

19 mg of palladium acetate (II) was added to 5 mL of toluene solution containing 0.50 g of tert-butyl 4-bromo-2-nitrobenzoate, 50 mg of tri(o-tolyl)phosphine, 0.50 mL of 4-phenyl-1-butene and 0.46 mL of triethylamine, and the resulting mixture was heated to reflux under nitrogen atmosphere for 4 hours and 30 minutes. After the reaction mixture was cooled to room temperature, 20 mg of palladium acetate (II) was added and the resulting mixture was heated to reflux for 5 hours and 30 minutes. After cooled to room temperature, the reaction mixture was purified with silica gel column chromatography [eluent; hexane:ethyl acetate=30:1] to obtain 0.35 g of tert-butyl 2-nitro-4-(4-phenyl-1-butenyl)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999132B2
Source datasetuspto-grants-2011_08
ORD IDord-a4e3fcb0be414283b799e9e6603eda21
Source noteuspto-grants-2011_08