Styrene → HCID 67343131, compound

Participants

Reaction Conditions

Reaction Steps

To N,N-dimethylacetamide 48 mL solution of tert-butyl 4-bromo-2-nitrobenzoate 6.0 g were added styrene 2.7 mL, sodium acetate 2.5 g, tetrabutylammonium bromide 3.2 g and palladium acetate 0.22 g sequentially, and it was heated and stirred under nitrogen atmosphere at 90° C. for 3 hours. After the reaction mixture was cooled to room temperature, styrene 0.45 mL and palladium acetate 0.22 g were added to it, and it was stirred at 110° C. for 3 hours. After the reaction mixture was cooled to room temperature, water and ethyl acetate were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with 10% citric acid aqueous solution and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [eluent; hexane:ethyl acetate=20:1] to give tert-butyl 2-nitro-4-((E)-2-phenylvinyl)benzoate 3.8 g of white solid.

Provenance & Evidence