Mono-esterify a mono-phosphate salt group to a carboxylic acid

[Alexander Roschinkov]

TL;DR

Organic Chemistry

I am interested to see if anyone knows the easiest way to mono-esterify a mono-phosphate salt group to a carboxylic acid.

How to facilitate the resultant -> product ?

CH3COOH + NaH2PO4 ‐> C2H4NaO5P + H20

 

[TeethWhitener]

You can google “acetyl phosphate preparation” to get several results on how the compound is prepared commercially. Generally, it goes through a transesterification of an organic acetate with phosphoric acid, rather than a direct reaction of acetic acid with a phosphate, though the latter will probably work at least a little bit under the right conditions. The compound itself isn’t likely to be particularly difficult to make, but the separation/isolation/general workup is probably where most of the optimization of the reaction happens.

 

[Alexander Roschinkov]

Thanks for the response,
Would you happen to have an optimal route to synthesis?

 

[TeethWhitener]

Thanks for the response,
Would you happen to have an optimal route to synthesis?

I’m not going to be able to do better than a google search can.

 

[Alexander Roschinkov]

Thanks