Hello everyone, I have a small problem and I was hoping to find some help here.
I´m starting from 2-amino-1-butanol (2eq) with acryloylchloride (1eq) in tetrahydrofuran to obtain the corresponding amide, while my resulting salt should precipitate with the excess amonibutanol as the hydrochloride. The precipitate was filtered off and THF removed under reduced pressure. In the 1H NMR spectrum however, I still see residual aminobutanol, which is why I wanted to purify my mixture by column chromatography. First attempts with TLC´s weren´t really successfull, either my spots won´t advance along the TLC (tested with mixtures of DCM and MeOH) or they didn´t separate along the way. I tried using small amounts of acetic acid and Et3N, but didn´t see any promising separation along the way with the Et3N. With the Addition of Acetic Acid i can see a Separation of the corresponding spots, but i´m not sure, wether or not the Amide gets hydrolyzed by the dilute acid.
Is there an easy way to separate amides and amines, either with or without column chromatography?
I thank you in advance!