Tetrahydrofuran → HCID 57709088, compound

Participants

Reaction Steps

Ethylmagnesium bromide (solution in diethyl ether, 25.5 mL, 77.4 mmol) was added to a solution of 4-(t-butyl-dimethyl-silanyloxy)-3-methoxy-benzoic acid methyl ester (Example 176-(1); 7.9 g, 25.5 mmol) in tetrahydrofuran (50 mL) at room temperature, and the mixture was stirred at room temperature for 16 hours. The reaction mixture was poured into a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane only to hexane:ethyl acetate=10:1) to give the title compound (8.05 g, 98%).

Provenance & Evidence