Dimethylformamide → HCID 18771018, compound

Participants

Reaction Steps

Allyl bromide (1.1 mole equiv.) was added dropwise to a mixture of N-benzyl-4-(3,5-difluoro-4-hydroxyphenyl)spiro[2H-1-benzopyran-2,4′-piperidine](750 mg, 1.79 mmol; prepared according to the procedures outlined in Examples 1 and 42), cesium carbonate (1.1 mole equiv.) and anhydrous N,N-dimethylformamide (15 cm3). After stirring for 2 h at room temperature no starting material remained. The reaction mixture was diluted with ethyl acetate (50 cm3) and treated with water (100 cm3) the aqueous layer was separated and re-extracted with ethyl acetate (2×25 cm3). The combined organic extracts were washed with water (4×100 cm3) before being dried (Na2SO4) and the volatile materials were removed in vacuo to afford the desired material in high purity (60%).

Provenance & Evidence