Potassium Bromide → tetrahydrofuro[2,3-b]furan-3(2H)-one

Participants

Reaction Conditions

Reaction Steps

Hexahydrofuro[2,3-b]furan-3-ol (55 g) was dissolved in dichloromethane (385 ml) sodium bicarbonate (10%, 165 ml) was added to it and cooled to −5° C. Potassium bromide (2.0 g), 2,2,6,6-Tetramethylpiperidin-1-yl)oxyl (TEMPO) (1.0 g) and Tetrabutyl ammonium bromide (1.0 g) was charged to the reaction. Sodium hypochlorite solution (365 ml) was added slowly by maintaining temp 0 to −6° C. Reaction mass was then maintained at 0 to −6° C. for 1 hr. Aqueous layer was separated and extracted with dichloromethane (2×110 ml) combined dichloromethane layers was washed with hydrochloride solution (10%, 110 ml) and Sodium thiosulphate solution (10%, 110 ml). Dichloromethane was then concentrated to residue, the residue was dissolved in isopropyl alcohol (40 ml) & methyl tert-butyl ether (40 ml) and cooled to 0-5° C., and filtered the solid to get the pure solid material of Tetrahydrofuro[2,3-b]furan-3(2H)-one (39 g) having purity 99.18%.

Provenance & Evidence