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

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SUMMARY

The discussion focuses on the mono-esterification of a mono-phosphate salt group (NaH2PO4) with acetic acid (CH3COOH) to produce acetyl phosphate (C2H4NaO5P). The preferred method for synthesizing acetyl phosphate involves transesterification of an organic acetate with phosphoric acid, rather than a direct reaction with acetic acid. The synthesis process is straightforward, but the challenges lie in the separation, isolation, and workup of the product, which require optimization for successful outcomes.

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Chemists, organic synthesis researchers, and students interested in esterification reactions and phosphate chemistry will benefit from this discussion.

Alexander Roschinkov
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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
Screenshot_20211017-151346_Molecular Constructor.jpg
 
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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.
 
Thanks for the response,
Would you happen to have an optimal route to synthesis?
 
Alexander Roschinkov said:
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.
 
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Thanks
 

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