Methyl iodide → HCID 67119344, compound

Participants

Reaction Steps

After a lithium bis(trimethylsilyl)amide 1.0M-tetrahydrofuran solution (3.86 ml, 3.86 mmol) was added to a solution of methyl (4′-methoxy-2,5-dimethyl-1,1′-biphenyl-4-yl)acetate (730 mg, 2.57 mmol) obtained in Example (105-1) in tetrahydrofuran (6 ml) at −78° C., methyl iodide (800 μl, 12.9 mmol) was added dropwise thereto and the mixture was stirred for 1 hour. A saturated aqueous ammonium chloride solution was poured into the reaction mixture and the mixture was extracted with ethyl acetate (twice). The organic layer was successively washed with water and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The residue obtained by removing the solvent under reduced pressure was purified by silica gel column chromatography (eluting solvent: hexane/ethyl acetate=95/5-15/1) to give methyl 2-(4′-methoxy-2,5-dimethyl-1,1′-biphenyl-4-yl)propanoate as a colorless oil (620 mg, 81%).

Provenance & Evidence