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ChemicalBook CAS DataBase List L-(+)-Glutamic acid hydrochloride

L-(+)-Glutamic acid hydrochloride synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with hydrogenchloride in water at 0 - 10; for 0.25 h;

Steps:

3.A Example 3; Preparation of L-glutamic acid 5-methyl ester; Method A
Glutamic acid (55 g; 0.36 mol) was suspended in 150 mL of H2O and mixture cooled to 0° C.
To the obtained slurry, was added concentrated hydrochloric acid (42.5 g, 0.43 mol, 1.2 Eq.) dropwise via dropping funnel while the temperature is maintained around 10° C.
The solution became homogeneous and stirring was continued for an additional 15 min.
The water was then removed under vacuum and residual hydrochloric acid was chased by re-dissolving the solid in 150 mL of water and removing the water.
This operation was done twice and the Glutamic acid hydrochloride salt was dried in oven at 45° C. overnight.
To the bone dry Glutamic acid hydrochloride was added a catalytic amount (˜175 L) of concentrated hydrochloric acid and 2 L of anhydrous Methanol.
The resulting homogeneous solution was allowed to stir at room temperature for 7 to 8 days. 1H and 13C NMR samples shows that the esterification is complete and about 3% of bis dimethyl ester was formed.
Methanol was removed and the resulting solid was dried overnight at 40° C. in vacuum.
The product was used without further purification.

References:

Cambridge Isotope Laboratories, Inc.;Bradley, Joel Chandler;Wood, William Wakefield;Barkallah, Salim;Ryan, William James;Titmas, Richard Charles;Schwinden, Mark Donald;Kozak, Janusz Konrad;ElMasri, Marwan;Torkelson, Steven Michael US2016/16890, 2016, A1 Location in patent:Paragraph 0159-0162

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