Bromomethylstyrene → HCID 15063348, compound

Participants

Reaction Steps

Cinnamyl bromide (0.43 g, 2.2 mmol) was added to a suspension of indium metal (0.17 g, 1.5 mmol) in N,N-dimethylformamide (1 mL) at 25° C. for 0.5 h causing dissolution of the metal. 2-Hydroxy-1,4-naphthoquinone (0.25 g, 1.5 mmol) was dissolved in N,N-dimethylformamide (1 mL) and added to the mixture. After 0.5 h the mixture was partitioned between 1% HCl and ethyl acetate. The orgamic layer was separated, washed with water, brine, dried over sodium sulfate and the solvents were evaporated. The crude residue was purified using BioTage 12L column and 5% methanol/dichloromethane to give the title compound (40 mg, 10% yield).

Provenance & Evidence