- Scalable synthesis of hydroxymethyl alkylfuranoates as stable 2,5-furandicarboxylic acid precursors
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Hydroxymethyl furanoic acid and its derivatives have been synthesized in high yields and purity from gluconolactone. The reaction sequence allows the recovery of reagents and the use of bio-friendly chemicals and solvents, and can easily be scaled up. The reaction product on a >100 gram scale can be purified by a single purification method, such as distillation or precipitation. The overall yield is above 50%.
- Jurys, Arminas,Pedersen, Christian Marcus,Pedersen, Martin J?ger
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p. 2399 - 2402
(2020/05/13)
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- SYNTHESIS OF PRECURSORS OF 2,5-FURANDICARBOXYLIC ACID
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The present invention relates to a method for the manufacture of stable FDCA precursors from saccharide derived starting materials. More specific the invention relates to the synthesis of FDCA precursors such as alkyl 5-(hydroxymethyl)furan-2-carboxylates or 5-(hydroxymethyl)furan-2-carboxylic acid in an expedient, practical and environmental benign manner from e.g. D-glucono-δ-lactone. These bio-based monomer building blocks hold great potential in the manufacture of polymer materials.
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Page/Page column 21
(2019/10/01)
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- Method for preparation of 2, 5-furandicarboxylic acid diester compound from 5-hydroxymethylfurfural
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The invention discloses a method for preparation of a 2, 5-furandicarboxylic acid diester compound from 5-hydroxymethylfurfural. The method uses a cheap and specific non-noble metal as the catalyst, and adopts cheap and easily available oxygen or air as an oxygen source to prepare high purity dimethyl furan-2, 5-dicarboxylate at high efficiency under mild reaction conditions, thus solving the problems of low reaction efficiency, low product yield, high cost and the like in the prior art, and has good application prospects.
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Paragraph 0025-0026; 0034-0035
(2019/12/31)
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- SYNTHESIS OF FDCA AND FDCA PRECURSORS FROM GLUCONIC ACID DERIVATIVES
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The present invention provides methods of method of synthesizing 2,5-furan dicarboxylic acid (FDCA) and FDCA precursor molecules. The methods involve performing a chemical dehydration reaction on a gluconic acid derivative in the presence of a dehydration catalyst. In some embodiments the gluconic acid derivative can be 2-dehydro-3-deoxy gluconic acid (DHG) or an ester thereof, 2-ketogluconic acid (2KGA) or an ester thereof, and 5-ketogluconic acid (5KGA) or an ester thereof. The 2,5-furan dicarboxylic acid precursor molecule is thereby synthesized, which can be converted into FDCA. The chemical dehydration can be performed by a variety of acid basic catalysts.
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Paragraph 0071
(2017/04/04)
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- A new synthesis of 8-oxabicyclo[3.2.1]octan-2-one and its use for the preparation of cycloheptane annulated furans
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Two novel syntheses of 8-oxabicyclo[3.2.1]octan-2-one are described, making this key intermediate readily available in preparative amounts. On chain elongation with various oxophosphonates this compound is converted to α,β-unsaturated ketones, which, on t
- Hopf, Henning,Abhilash
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scheme or table
p. 3349 - 3351
(2010/03/04)
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- Pharmacological evaluation of a diarylmethylene-piperidine derivative: A new potent atypical antipsychotic?
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A new diaryl-methylene piperidine derivative, 2, displayed an atypical antipsychotic profile both in vitro and in vivo. The main pharmacological characteristics of this compound appears to reside in a more potent antagonism of the 5-HT2 seroton
- Talaga, Patrice,Matagne, Alain,Klitgaard, Henrik
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p. 1313 - 1316
(2007/10/03)
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- Oxidation of 2,4-Alkadienoic Esters with Selenium Dioxide. A New Synthesis of Furans and Selenophenes
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Direct oxidation of 2,4-alkadienoic esters with selenium dioxide gave 5-alkyl-2-furancarboxylic esters along with 5-alkyl-2-selenophenecarboxylic esters.Ethyl 5-methylfurancarboxylate was converted to 5-hydroxymethyl-2-furancarbaldehyde, a component of honey, via ethyl 5-bromomethyl-2-furancarboxylate (5) in good yield.The compound 5 was converted to (5-ethoxycarbonyl-2-furyl)methyl dimethylditiocarbamate possessing fungicidal activity.Reaction of triphenylphosphonium salt of 5 with nonanal gave ethyl 5-(1-decenyl)-2-furancarboxylate (E/Z=88:12) in 86percent yield.Ethyl 5-methyl-2-selenophenecarboxylate was also converted to ethyl-5- (1-decenyl)-2-selenophenecarboxylate (E/Z=7:3) in 30percent total yield.
- Tsuboi, Sadao,Mimura, Shigetoshi,Ono, Shin-ichiro,Watanabe, Kenji,Takeda, Akira
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p. 1807 - 1812
(2007/10/02)
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