N-Methylcyclohexylamine → HCID 43242685, compound

Participants

Reaction Steps

22 g of N-methylcyclohexylamine were added to 40 mL of ethanol, 10 g of ethyl β-bromopropionate were added, and the mixture was heated and refluxed for two hours. The reaction system was concentrated under reduced pressure, the resulting residue was extracted with 200 mL of ethyl acetate, the organic layer was desiccated over anhydrous magnesium sulfate, and the product was then filtered and concentrated. The residue was purified by distillation under reduced pressure, and 9.4 g of N-cyclohexyl-N-methyl β-alanine ethyl ester (yield of 80%) were obtained. 1.75 g of sodium hydroxide were dissolved in 200 mL of water, 9.4 g of N-cyclohexylmethyl-N-methyl-β-alanine ethyl ester were obtained, and THF was added for dissolution. After stirring for one hour, the product was neutralized using Dowex 50WX4-[H+] and filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was recrystallized and 6.7 g of the desired product were obtained (yield of 82%).

Provenance & Evidence