Question

Help with organic chemistry mechanism?

Answer 1

Here’s what I get.

Explanation:

See the image below.

Step 1

Protonation of the carbonyl O atom to generate a highly electrophilic carbon atom,

Step 2

The lone pair on the N atom attacks the positively charged C atom.

Step 3

Intramolecular transfer of a proton from N to the ether O atom.

Step 4

Loss of methanol.

Step 5

Deprotonation of the O atom.