Sodium Iodide → HCID 18378587, compound

Participants

Reaction Steps

A solution of sodium iodide (462 mg), chlorotrimethylsilane (335 mg) and acetonitrile (0.2 ml) in hexane (0.5 ml) was cooled to 0° C. To the solution was added methyl 4-(2,3-dimethyl-4-hydroxy-5,6,7,8-tetrahydro-4H-thieno[2,3-b]azepin-8-yl)carbonyl-2-methoxybenzoate (200 mg) in acetonitrile (1.0 ml). The mixture was stirred at room temperature for 5 hours. The reaction mixture was diluted with ethyl acetate and washed with aqueous sodium hydrogencarbonate solution. The organic layer was dried over magnesium sulfate. After evaporation of the solvent, the residue was purified by silica gel column chromatography (SiO2; 30 g, CHCl3) to give methyl 4-(2,3-dimethyl-5,6,7,8-tetrahydro-4H-thieno[2,3-b]azepin-8-yl)carbonyl-2-methoxybenzoate (150 mg).

Provenance & Evidence