Thiophenol → HCID 54462273, compound

Participants

Reaction Steps

To a solution of 11.5 g of metallic sodium dissolved in 250 ml of ethanol, 55 g of thiophenol was added, and then ethanol was distilled off. After adding 400 ml of formamide to the residue to form a uniform solution, the solution was immersed in an ice bath, and to the solution 119 g of ethyl (2-ethylthio2-methylpropionyl)acetate was gradually added. After the completion of the addition, the reaction mixture was removed from the ice bath and stirred for three hours. The reaction mixture was poured into one liter of water and extracted twice, each time with 800 ml of diethyl ether. The extract was washed with a saturated aqueous sodium chloride solution and dried with anhydrous sodium carbonate. After distilling off the diethyl ether, the residue was recrystallized from n-hexane to obtain 112 g (yield 84%) of the intended compound having a melting point of 44° to 45° C.

Provenance & Evidence