December 22, 2024, 01:15:23 AM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: DMF+amine  (Read 1817 times)

0 Members and 1 Guest are viewing this topic.

Offline rolnor

  • Chemist
  • Sr. Member
  • *
  • Posts: 2308
  • Mole Snacks: +154/-10
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?
Logged

Offline AWK

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 7976
  • Mole Snacks: +555/-93
  • Gender: Male
Re: DMF+amine
« Reply #1 on: October 20, 2020, 01:56:31 PM »
Logged
AWK

Offline rolnor

  • Chemist
  • Sr. Member
  • *
  • Posts: 2308
  • Mole Snacks: +154/-10
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?
Logged

Offline wildfyr

  • Global Moderator
  • Sr. Member
  • ***
  • Posts: 1776
  • Mole Snacks: +203/-10
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.
Logged

Offline rolnor

  • Chemist
  • Sr. Member
  • *
  • Posts: 2308
  • Mole Snacks: +154/-10
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.
Logged
Pages: [1]   Go Up
« previous next »
Sponsored Links