I don't see where the water would come from; it looks as if one mole of tert-butanol would be produced. There are techniques to desalt amino acids, although I am not sure whether or not they are applicable here. As for the question of rapid hydrolysis, I suspect that it depends on pH.
I don't see where the water would come from; it looks as if one mole of tert-butanol would be produced. There are techniques to desalt amino acids, although I am not sure whether or not they are applicable here. As for the question of rapid hydrolysis, I suspect that it depends on pH.
I never considered (or handled) tert-butoxides before. That's something to consider, thank you.
I suppose I could also dissolve the ester in solvent, and add 1 eq of TEA (triethylamine), which would presumably yield the free ester and TEA-hcl which could be easily recovered by filtration, basified, and reused. Seems like an elegant solution being able to regenerate/reuse the amine, whereas zinc chloride (or aluminum chloride as suggested) can't be converted back into their respective metallic states with as much ease.
I never considered (or handled) tert-butoxides before. That's something to consider, thank you.
I suppose I could also dissolve the ester in solvent, and add 1 eq of TEA (triethylamine), which would presumably yield the free ester and TEA-hcl which could be easily recovered by filtration, basified, and reused. Seems like an elegant solution being able to regenerate/reuse the amine, whereas zinc chloride (or aluminum chloride as suggested) can't be converted back into their respective metallic states with as much ease.
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Neutralisation with KOC(CH3)3 will yield KCl and water and "ester is rapidly hydrolyzed by water".
Neutralisation with KOC(CH3)3 will yield KCl and water and "ester is rapidly hydrolyzed by water".
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I suppose I could also dissolve the ester in solvent, and add 1 eq of TEA (triethylamine), which would presumably yield the free ester and TEA-hcl which could be easily recovered by filtration, basified, and reused. Seems like an elegant solution being able to regenerate/reuse the amine, whereas zinc chloride (or aluminum chloride as suggested) can't be converted back into their respective metallic states with as much ease.
I suppose I could also dissolve the ester in solvent, and add 1 eq of TEA (triethylamine), which would presumably yield the free ester and TEA-hcl which could be easily recovered by filtration, basified, and reused. Seems like an elegant solution being able to regenerate/reuse the amine, whereas zinc chloride (or aluminum chloride as suggested) can't be converted back into their respective metallic states with as much ease.
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