6-Bromo-8-chloro-7-isopropoxy-2,2-dimethyl-chroman-4-one → 6-Bromo-8-chloro-7-isopropoxy-4-isopropyl-2,2-dimethyl-2H-chromene

Participants

Reaction Steps

Following General Procedure C, isopropylmagnesium chloride (2.0 M in THF, 18.8 mL, 37.6 mmol), 6-bromo-8-chloro-7-isopropoxy-2,2-dimethyl-chroman-4-one, (Compound 11, 2.6 g, 7.5 mmol) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(]-pyrimidinone (DMPU, 4.5 mL, 37.6 mmol) in THF was reacted to afford the title compound as a yellow oil after purification by flash chromatography (silica gel, 5% to 10% ethyl acetate in hexanes).

Provenance & Evidence