I tried this last night and it was a big fat fail so did some more digging. Turns out that citric acid isn’t strong enough and having water in the reaction doesn’t really help as it’s one of the products.
To force the reaction I need the following
- A strong acid
- anhydrous conditions
- a long heat
- an excess of alcohol.
My next step is to try sodium bisulfate as the catalyst as it’s the only strong acid I can get OTC and try the reaction under anhydrous conditions…