I’m studying opiates and opioids for a full comprehension of the mu receptor.
I’m studying chemistry but much more bio chemistry so i need your help for a exercise.
I’m actually working on the capacity of the mu and kappa receptors in the brain (on mice, of course) and the key information is that an opiate with a long ester on the N or the 14 position penetrate deeper and better in the mu receptor, binding it very well like fentanyl does.
Picture 14-OH-opiate compound and you want to make a 14-esterification with phenylethyl bromide.
In which conditions will it be the best ? I know that bromine products are much more reactives than chlorines ones so i choose phenyethyl bromide as the key reagent.
Opiates are fragiles so i don’t want to heat it up or not too hot.
I was thinking of addind sulfuric acid as a catalyser and setting up a reflux and add the phenethyl bromide drop by drop.
What do you think about it ?