Ethanol → HCID 53818476, compound

Participants

Reaction Steps

Into 20 ml of hexane, was dissolved 9.4 g of S-isopropyl S-methyl phosphorochloridodithioite. To the solution was added dropwise at 0° to 5° C. a mixture of 2.8 g of ethanol and 6.1 g of triethylamine. The resulting reactant mixture was stirred at 0° to 5° C. for 2 hours. The reaction was carried out under a nitrogen atmosphere to prevent oxidation. After removal of triethylamine hydrochloride by filtration, the filtrate was concentrated to obtain 9.4 g of O-ethyl S-isopropyl S-methyl phosphorodithioite. This product was dissolved in 20 ml of benzene and heated under reflux. To the solution, while being kept under reflux, was added dropwise 5.9 g of 30% aqueous hydrogen peroxide. The mixture was stirred at 80° C. for one hour and then left standing to cool down. The organic layer was washed twice with 20 g of a 5% aqueous sodium hydroxide solution and then twice with water. Th benzene was removed under reduced pressure, leaving behind 9.1 g of a reaction product which, on silica gel column chromatography, yielded 8.7 g of O-ethyl S-isopropyl S-methyl phosphorodithiolate.

Provenance & Evidence