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HRID 1482750作成日:2026年10月27日

Furfural → Furoin

https://huagongshe.com/reaction/1482750

反応式

関与物質

役割名称HCID仕込み量
反応物FurfuralHCID 7362—
反応物TetrahydrofuranHCID 8028—
反応物Tetrahydro-2-furancarboxaldehydeHCID 24354—
溶媒HexadecaneHCID 11006—
生成物FuroinHCID 11100—

反応手順

This has as a consequence that if we use stoichiometric ratios, which means 2 moles of furfural and 1 mol of acetone (since the acetone can react at both ends), between 16 and 37% of components with only 5 carbon atoms would be obtained that have a very limited interest as components for gasoline (App. Catal. B Environ. 2006, 66, 111-118). A second product with 8 carbon atoms which is usually one third of the mix appears in other conditions. This condensation product is hydrogenated to n-octane that does not have an interesting application in gasoline for having linear chain, or in diesel for the low molecular weight. To increase the selectivity to 85% with a yield of 71% the condensation has to be carried out in an aqueous phase, and the hydrogenation in hexadecane as a solvent at 120° C. which is a more expensive method (Appl. Catal. B Environ. 2006, 66, 111-118). The own authors realized the drawbacks caused by the selectivity and proposed as an alternative the hydrogenation of the furane ring to tetrahydrofurane since these derivatives are able to carry out an aldol condensation with themselves which would ensure a high selectivity. However, chemoselective hydrogenation of, e.g., furfural to tetrahydrofurfural in one step is still a challenge and is currently carried out in several stages. In any case, if a multi-stage method is accepted, molecules with a total of 10 carbon atoms can be obtained (Science 2005, 308, 1446-1450) the same as by furoin formation.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09416068B2
出典データセットuspto-grants-2016_08
ORD IDord-267a5e0732864a9299b05078be7e59be
出典メモuspto-grants-2016_08