HCID 14722316, compound → HCID 14722448, compound

Participants

Reaction Conditions

Reaction Steps

100 g of polyphosphoric acid was added to 5.69 g of 3-(3-methylsulfonylamino-4-phenoxyphenoxy)-3-methylpropionic acid. The mixture was stirred for 1 hour at 65° C. The reaction mixture was introduced into 400 ml of ice water, and 150 ml of ethyl acetate was added thereto. The organic layer was separated and the solvent was removed by distillation under reduced pressure. The residue was dissolved in 150 ml of 1N aqueous sodium hydroxide solution. The solution was washed with diethyl ether and adjusted to pH 4 with 4N hydrochloric acid. 150 ml of ethyl acetate was added thereto. The organic layer was separated, washed with water and a saturated aqueous sodium chloride solution in this order, and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was purified by a column chromatography (eluant: a 25:1 mixture of toluene and ethyl acetate) and recrystallized from ethanol to obtain 2.16 g (yield: 40%) of 2,3-dihydro-2-methyl-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one

Provenance & Evidence