Methyl iodide → HCID 67119122, compound

Participants

Reaction Steps

tetra-n-Butylammonium hydrogensulfate (21 mg, 0.062 mmol), a 2N aqueous sodium hydroxide solution (0.06 ml, 0.12 mmol) and methyl iodide (10 μl, 0.16 mmol) were added to a solution of tert-butyl 2-(allyloxy)-6-{[(4′-{[(allyloxy)carbonyl]methyl}-3′-chloro-1,1′-biphenyl-4-yl)oxy]methyl}-3-(trifluoromethyl)benzoate (19 mg, 0.03 mmol) obtained in Example (18-3) in dichloromethane (0.4 ml), and the mixture was stirred at room temperature for 1.5 hours. A 2N aqueous sodium hydroxide solution (0.03 ml, 0.06 mmol) and methyl iodide (7 μl, 0.11 mmol) were added to the reaction mixture and the mixture was further stirred for 1 hour. The residue obtained by removing the solvent under reduced pressure was purified by silica gel preparative thin layer chromatography (developing solvent: hexane/ethyl acetate=5/1) to give tert-butyl 2-(allyloxy)-6-{[(4′-{1-[(allyloxy)carbonyl]ethyl}-3′-chloro-1,1′-biphenyl-4-yl)oxy]methyl}-3-(trifluoromethyl)benzoate (8 mg, yield: 42%).

Provenance & Evidence