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ChemicalBook CAS DataBase List L-Glutamic acid dimethyl ester hydrochloride
23150-65-4

L-Glutamic acid dimethyl ester hydrochloride synthesis

8synthesis methods
-

Yield:23150-65-4 100%

Reaction Conditions:

Stage #1:methanol with thionyl chloride at 0; for 0.5 h;
Stage #2:L-glutamic acid at 21; for 72 h;Inert atmosphere;

Steps:

6 PREPARATION EXAMPLE 6 Dimethyl L-glutamate hydrochloride ( 6-HCI )
Thionyl chloride (5.0 mL, 68 mmol) was added dropwise to 50 mL of anhydrous MeOH at 0 °C. The mixture was stirred for 30 min at the same temperature followed by addition of L-glutamic acid 17 (5.0 g, 34 mmol) . The reaction was stirred under a N2 atmosphere for 3 days at 21 °C and concentrated in vacuo to afford 6-HCI (7.19 g, quant.) as a colorless solid. The crude product was used without further purification. XH NMR (400 MHz, D20) δ 4.24 - 4.19 (m, 1H), 3.85 (s, 3H), 3.73 (s, 3H), 2.65 (td, J = 7.3, 2.2 Hz, 2H), 2.37 - 2.13 (m, 2H) ; 13C NMR (101 MHz, D20) δ 174.8, 170.2, 53.6, 52.4, 52.0, 29.2, 24.7.

References:

DANMARKS TEKNISKE UNIVERSITET;PEIRó CADAHíA, Jorge;CLAUSEN, Mads, Hartvig;BONDEBJERG, Jon;HANSEN, Christian, Abildgaard WO2018/37120, 2018, A1 Location in patent:Page/Page column 27; 32

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