Hydrochloric Acid → HCID 19702329, compound

Participants

Reaction Steps

Under a nitrogen atmosphere, 2-bromo-N, 3-dimethoxy-N-methylbenzamide (16.8 g, 61.5 mmol) which had been obtained in Reference example 3 (3a) was dissolved in tetrahydrofuran (300 mL), and added dropwise with a 1.0 M solution of methyl magnesium bromide in tetrahydrofuran (123 mL, 123 mmol) at 0° C. Upon the completion of the dropwise addition, the temperature of the reaction solution was raised to room temperature and stirred for 15 hours. The reaction solution was added with ethyl acetate and 1 N hydrochloric acid for fractionation, and the aqueous layer was extracted with ethyl acetate. The organic layers were combined, washed with saturated sodium hydrogen carbonate, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate, 100:0-60:40, V/V) to give the title compound as a colorless oily substance (12.7 g, yield 90%).

Provenance & Evidence