ChemicalBook CAS DataBase List DIETHYL 3-HYDROXYGLUTARATE

DIETHYL 3-HYDROXYGLUTARATE synthesis

3synthesis methods

Product Name:DIETHYL 3-HYDROXYGLUTARATE
CAS Number:18373-31-4
Molecular formula:C9H16O5
Molecular Weight:204.22

802294-64-0 Synthesis

802294-64-0
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56-81-5 Synthesis

56-81-5
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$5.00/25g

139-45-7 Synthesis

139-45-7
106 suppliers
$19.00/25g

624-47-5
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18373-34-7
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18373-31-4
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18462-47-0
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Yield:139-45-7 94.3%

Reaction Conditions:

scandium tris(trifluoromethanesulfonate) in toluene at 129;

Steps:

2

Example 2Synthesis of Glycerol Esters of PropionateGlycerol was esterified with propionic acid by mixing 31.5 ml (0.27 mole) of glycerol and 0.6 g (0.0012 mole) of Sc(OCF₃SO₂-)₃in a 500-ml three-neck, round-bottom flask with a stir bar. Then 300 ml of propionic acid and 50 ml of toluene were added. The flask was attached to a thermocouple, a solvent trap with a reflex condenser, and a heating mantle. The mixture was stirred and heated to 129° C. The reaction was followed by measuring the volume of water azeotropically removed from the reaction. In a typical reaction of this scale, approximately 14.7 g of reaction water was removed. The reaction was also followed by GC. For this, the reaction was cooled, and 50 μl of the reaction solution was combined with 1 ml of BSTFA. The mixture was allowed to stand at room temperature for 2 hours before injection into the GC.Upon completion of the reaction, the reaction mixture was cooled, transferred to a single neck flask, and the toluene was removed by rotary evaporation. The residue was transferred to a vacuum distillation system and excess propionic acid was removed by vacuum distillation. The crude product was transferred to a suitable flask and distilled under high vacuum. Analysis of the reaction products by GC and GC-MS revealed that the most abundant species was the triester of propionoate, with a yield of 94.3% at 97.7% purity. A small amount of the diester was present (0.7%), and only a trace of the monoester was present.

References:

US2007/292485,2007,A1 Location in patent:Page/Page column 15

802294-64-0 Synthesis

802294-64-0
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106-89-8 Synthesis