Sciencemadness Discussion Board

synthesis of NAC methyl ester

soma - 27-4-2017 at 01:50

In the patent ( http://www.sumobrain.com/patents/wipo/Method-preparation-n-a... ) (found by bereal511 -- thanks) they use dry methanol in the esterification of n-acetylcysteine.

I'm wondering why since water is produced in the synthesis. Also, I'm thinking of synthesizing NAC ethyl ester which would be a little more difficult to dry.

Metacelsus - 27-4-2017 at 04:22

They use it because water is produced in the synthesis. It's an equilibrium reaction, so if the methanol had water in it to start, the conversion would be low.

soma - 28-4-2017 at 01:15

Thanks.

So then you could increase the yields by eliminating the water created by the reaction.

I'm wondering if maybe adding molecular sieve to the reaction mix would work.

soma - 30-4-2017 at 03:11

They also run this reaction for a really long time (22 hours). The esterifications I've looked at go for maybe 1 hour.

Would this be because they're running it at room temperature? And are they using low temps to prevent dimerization?