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Topic: DMF+amine  (Read 243 times)

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Offline rolnor

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DMF+amine
« on: October 20, 2020, 01:24:06 PM »
I wonder if DMF can formylate a benzylic primary amine if heated to 110°C ? I made the reaction in this solvent and got some high-Rf material. I can se this high-Rf material even if I dont use DMF so I dont think its a problem but I am not 100% sure, what do you think, is trans-amidation possible?

Offline AWK

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Re: DMF+amine
« Reply #1 on: October 20, 2020, 01:56:31 PM »
AWK

Offline rolnor

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Re: DMF+amine
« Reply #2 on: October 20, 2020, 02:09:20 PM »
Thanx!

It seems they use methylbenzoate as catalyst for the formylation of amines so in my case this will not happen, they would not add methylbenzoate if its not necessary?

Offline wildfyr

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Re: DMF+amine
« Reply #3 on: October 20, 2020, 02:16:17 PM »
isolate and check by FTIR, an amide or an aldehyde will be very obvious.

Offline rolnor

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Re: DMF+amine
« Reply #4 on: October 20, 2020, 04:55:05 PM »
I dont have IR unfortunatley.
They use microwave heating, it does not say how warm.
I will check tomorow on TLC if the new spot is the same with and without DMF, I have to high Rf now so I can not judge.

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