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ChemicalBook CAS DataBase List Methyl (S)-(-)-lactate
27871-49-4

Methyl (S)-(-)-lactate synthesis

9synthesis methods

L-lactic acid was used as the reaction material to complete the methyl esterification preparation by column reaction to obtain  L-lactic acid methyl ester.

Firstly, the dried D61 strong acidic resin was determined as the methyl esterificati

-

Yield:27871-49-4 100 %Spectr.

Reaction Conditions:

with dibutylmagnesium in hexane;dichloromethane at 20; for 0.5 h;Schlenk technique;Inert atmosphere;Green chemistry;

Steps:

Ring-opening alcoholysis mediated by Mg(OMe)2 (1) catalyst
General procedure: The monomer, i.e., l-LA(0.72 g, 5 mmol), in CH2Cl2 (10 mL) and MeOH (0.81 mL, 20mmol) were placed in a Schlenk flask and stirred for 10 min, and then MgBu2(0.1 mL of 1.0 M solution in hexane, 0.1 mmol) was added dropwise. Standard molar ratios of reagents: [MgBu2]/[l-LA]/[ROH]= 1/50/200. The reaction mixture was vigorously stirred at room temperature and at certain time intervals aliquots of about 1 mL were taken, quenched with one drop of acetic acid, dried under vacuum, and analyzed using 1H NMR spectroscopy and mass spectrometry.

References:

Bykowski, Dominik;Grala, Agnieszka;Sobota, Piotr [Tetrahedron Letters,2014,vol. 55,# 38,p. 5286 - 5289] Location in patent:supporting information

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