Styrene → HCID 67343131, compound

Participants

Reaction Conditions

Reaction Steps

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

Provenance & Evidence