ChemicalBook CAS DataBase List 2,3-furandicarboxylic acid dimethyl ester

2,3-furandicarboxylic acid dimethyl ester synthesis

6synthesis methods

Product Name:2,3-furandicarboxylic acid dimethyl ester
CAS Number:52900-79-5
Molecular formula:C8H8O5
Molecular Weight:184.15

67-56-1 Synthesis

67-56-1
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4282-24-0 Synthesis

4282-24-0
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2,3-furandicarboxylic acid dimethyl ester

52900-79-5
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Yield:52900-79-5 93%

Reaction Conditions:

with chloro-trimethyl-silane at 20; for 15.5 h;

Steps:

9.2

A dry 500 mL round bottomed flask was equipped with a stir bar and an argon inlet. The flask was charged with the crude diacid prepared in Step 1 (44 g) dissolved in MeOH (250 mL). To the reaction mixture was added chlorotrimethylsilane (80 mL, 630 mmol) portionwise. After stirring at room temperature for 15.5 h, the solution was concentrated to an oil and silica (5 g) was added. The mixture was suspended in MeOH (100 mL), and the volatiles were removed. Suspension in MeOH (100 mL) and the removal of the volatiles was repeated an additional two times. The residue was applied directly to the top of a flash chromatography column and was eluted hexanes/EtOAc 60:40 to yield dimethyl furan-2,3-dicarboxylate as an orange oil (38 g, 93 % for Step 1 and Step 2 combined). ¹H NMR (300 MHz, CDCl₃) δ 3.81 (s, 3), 3.86 (s, 3), 6.71 (d, J = 2.8, 1), 7.46 (d, J = 2.8, 1); TLC (hexanes/EtOAc 60:40) R_f = 0.46.

References:

WO2007/118602,2007,A1 Location in patent:Page/Page column 59

67-56-1 Synthesis

67-56-1
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$9.00/25ml

88-14-2 Synthesis