Hydrochloric Acid → HCID 86699521, compound

Participants

Reaction Steps

To a solution of Z-ethyl 2-(2-t-butoxycarbonyl-2-(cyclopropylmethyl)hydrazono)-2-(dodecylthio)acetate (10.0 g, 21.3 mmol) in dioxane (10 ml) was added a 4M solution of hydrogen chloride in dioxane (10 ml), and stirred at room temperature for 2 hours. The reaction solution was added to saturated aqueous sodium hydrogen carbonate solution, and extracted with tert-butyl methyl ether 2 times. The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1) to give 1.26 g of E-ethyl 2-(2-(cyclopropylmethyl)hydrazono)-2-(dodecylthio)acetate (yield: 16%) and 1.34 g of Z-ethyl 2-(2-(cyclopropylmethyl)hydrazono)-2-(dodecylthio)acetate (yield: 17%).

Provenance & Evidence