[xaxax]

i made a reaction between ethanol amine and carboxylic acid. i used 4 mole of ethanol amine and 1 mole of carboxylic acid. My aim was to obtain an ethanol amide, but now the reaction mixture contains at least 3 mole of ethanol amine.
i want to eliminate the ethanol amine with HCI, but it can react with both hydroxyl group of the produced amide and amino group of the ethanol amine.
how can i separate them? i want to collect the amide from the reaction mixture.

[Honclbrif]

Extract it and stop worrying. The amine (pKa ~ 9) is much more basic than the hydroxyl (pKa ~ 0).

[xaxax]

how can i extract it from the reaction mixture?
can you give me a way?

[discodermolide]

how can i extract it from the reaction mixture?
can you give me a way?

When you add HCl you will make the HCl salt of the amine which will then dissolve in water, then extract out the product (neutral) with solvent as usual.

[xaxax]

1) I took the half of the reaction mixture and washed it with HCI, and then
with water.
2) I put the other half of the reaction mixture to evaporator to evaporate
the ethanol amine.
when i looked the FTIR peaks of them, first product was an extra peak at 1712
did i achieved or what did i do? what should i do?

[discodermolide]

1) I took the half of the reaction mixture and washed it with HCI, and then
with water.
2) I put the other half of the reaction mixture to evaporator to evaporate
the ethanol amine.
when i looked the FTIR peaks of them, first product was an extra peak at 1712
did i achieved or what did i do? what should i do?

Why not run an IR of both starting materials, separately and do the comparison?