You need a proton trap like triethylamine to get it to full conversion. All the amine will be protonated by evolved HCl at some point, and won't be reactive with acyl chloride.
I should really look into this properly before heading out to the lab, I just thought that by adding it dropwise I'd get away from. At least to some extent.
Why dont you want to use a solvent? Do you have any base present to pick up the liberated HCl?
I'm slowly coming to the realization that I need to use a solvent even though the reaction itself can take place at STP without a solvent. Green chemistry looks nice in papers, but in the lab, the solvent def. fulfil a purpose here.
I'll be monitoring the reaction with TLC and then, after completion, use a proper base before adding water.
Just dissolve the amine in DCM or ether or dioxane or THF whatever, add base such as triethylamine and add solution of chloride to the other solution dropwise, cool if needed and dont forget stirring.
Yeah, that's what I am left with here I suppose..
Guessing I'll just have a go with a few diffrent solvents and see how it affects the yield.
OP, another thing to consider is the purity of your reagents, particularly the acid chloride. You may wish to distil it if it isn’t fresh.
It should be fine, we just got it from our supplier last week. But I appreicate the tip!