Triethylamine → HCID 53854503, compound

Participants

Reaction Conditions

Reaction Steps

To crude 4-(2-ethoxycarbonyl-allyl)-piperazine-1-carboxylic acid tert-butyl ester (2.45 g, 8.2 mmol) was added thiolacetic acid (7.5 mL) under argon. The mixture was cooled to 0° C. and triethylamine (1.14 mL, 8.2 mmol) was added dropwise. The mixture was then stirred at room temperature for 2 d and thiolacetic acid (2.5 mL) was added. Stirring was continued for 1 d, then aqueous saturated sodium hydrogencarbonate solution was added carefully until neutral reaction and the mixture was extracted three times with dichloromethane. The combined organic layers were washed twice with aqueous saturated sodium hydrogencarbonate solution and once with brine. After drying over magnesium sulphate the solvent was removed under reduced pressure and the residue was purified by column chromatography (silica gel, 1.7% methanol in dichloromethane) to give 4-(3-acetylsulfanyl-2-ethoxycarbonyl-propyl)-piperazine-1-carboxylic acid tert-butyl ester (0.29 g, 9.4%).

Provenance & Evidence