Reacting an Ester: Seeking Approval - Do You Agree?

[HighFive5]

Homework Statement

Draw the major product of the following reaction sequence.

Relevant Equations

None needed.

Hello all!

I wrote a reaction mechanism for a sequence that forms an ester.

Do you agree with my answer?

Thanks for your help!

 

[chemisttree]

Everything looks good except the last step. 4 bonds to nitrogen? And, don’t use pyridine like that.

 

[epenguin]

Everything looks good except the last step. 4 bonds to nitrogen? And, don’t use pyridine like that.

He only forgot to write in the + charge which is in the two preceding formulae? What does your second sentence mean?

 

[chemisttree]

In this example where alcohol and pyridine are used together, pyridine’s only function is to neutralize the HCl produced in the reaction between the acyl chloride and the alcohol. Where both are present in the same solution, the alcohol is much more reactive towards the acyl chloride.