Hydrochloric Acid → Glycine

Participants

Reaction Conditions

Reaction Steps

150 ml of acetone was added to the aqueous solution of disodium N-carboxyethylglycinate obtained in Example 7 while continuously stirring. Then, 228.29 g (1.0435 mol) of dodecanoyl chloride was dropwise added to this solution over a period of 1.5 hours while stirring. During this period, the reaction system was maintained at a pH of from 9 to 11 by dropwise adding a 40% aqueous solution of NaOH while the temperature was maintained at 10 to 25° C. After the completion of the dropwise addition, the reaction mixture was stirred at room temperature for 2 hours. Thereafter, the pH of the reaction mixture was adjusted to 1.2 with concentrated hydrochloric acid. A formed white precipitate was separated by filtration, washed with water and dried to thereby give 324.71 g (yield from glycine: 92.5%) of a white powder of N-carboxyethyl-N-dodecanoylglycine. The infrared absorption spectrum, 1H-NMR spectrum, mass spectrum, and results of elemental analysis thereof were the same as those obtained in Example 6.

Provenance & Evidence