Ethylamine → HCID 86736906, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 0.3 g (0.001 mole) of 2-tetradecylthioglycidic acid in 10 ml of anhydrous tetrahydrofuran (THF) at 0° C. (ice water bath) is added 1.01 g (0.001 mole) of triethylamine in a small amount of THF. The mixture is stirred at 0° C. for about 30 minutes. To the thus-formed triethylammonium 2-tetradecylthioglycidate is added 0.108 g (0.001 mole) of ethyl chloroformate in a small amount of THF and the mixture is stirred at about 0° C. (ice water bath) for about 3 hours to prepare the corresponding mixed anhydride (a ppt. of Et3NHCl is observed). A stoichiometric excess of ethylamine in THF is then added and the mixture stirred at room temperature for 16 hours. The THF solvent is concentrated to approximately 1/4 volume, water is added and the mixture extracted with ether. After drying the ether extract (Na2SO4), the solvent is removed in vacuo giving the desired product, N-ethyl-2-tetradecylthioglycidamide, in good yield.

Provenance & Evidence