Ethanolamine → N-(2-Hydroxyethyl)-2,2-dimethylpropanamide

Participants

Reaction Steps

To a stirred 4° aqueous solution containing ethanolamine (610 mg, 10 mmol), KOH (840 mg, 15 mmol) and H2O (15 mL) was added pivaloyl chloride (1.44 g, 12 mmol) whereupon the reaction was allowed to slowly warm to 20°. After stirring for 18 hr, the solution was extracted 4× with EtOAc,. The combined organic layers were washed with brine, dried over Na2SO4 prior to concentration using a rotary evaporator to yield 737 mg of a clear oil.

Provenance & Evidence