Sciencemadness Discussion Board

Lacton opening problem

Elmoush3 - 10-4-2016 at 07:56

Hello chem.
Am doing mannich rxn using dimethyl amine with formalin (common sense) with astructure containg lacton five member ring and methyl keton...
Unfortunately... From IR spectroscopy i realize that the ring had been opened... Is it usual!?...
Note:the molar ratio was not 1 to 1. Sec amine and formalin were in access
Thx in advance



[Edited on 10-4-2016 by Elmoush3]

Darkstar - 10-4-2016 at 10:37

The excess dimethylamine may have opened the lactone ring to give an amide.

Elmoush3 - 12-4-2016 at 06:57

Darkstar... Thx alot

But iam windering if dimethyl amine is strong enough to open lacton five member ring
!?

And about steps im following is adding the keton followed by dimethyamine stir for 30 min then adding formalin to rxn while flask in ice bath... Is it proper way!?