3-formyl-furan-2-carboxylic acid | 29182-07-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 3-formyl-furan-2-carboxylic acid
• 英文别名: 3-Formyl-furan-2-carbonsaeure；3-Formylfuran-2-carboxylic acid
• CAS: 29182-07-8
• 化学式: C₆H₄O₄
• mdl: MFCD01859865
• 分子量: 140.095
• InChiKey: ICRNLRSCBXVFAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-formyl-furan-2-carboxylic acid 在 一水合肼 作用下， 生成 7-Oxo-6,7-dihydro-furo<2,3-d>pyridazin
  参考文献：
  名称：

  Robba,M.; Zaluski,M.-C., Bulletin de la Societe Chimique de France, 1968, p. 4959 - 4967

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 溴 作用下， 生成 3-formyl-furan-2-carboxylic acid
  参考文献：
  名称：

  Asahina, Acta Phytochimica, 1924, vol. 2, p. 14

  摘要：

  DOI：

文献信息

• Synthesis of Furans from Sugars Via Keto Intermediates
  申请人：BP Corporation North America Inc.

  公开号：US20180057897A1

  公开（公告）日：2018-03-01

  The present invention provides a method of preparing a furan derivative comprising the steps of (a) converting a monosaccharide to provide a keto-intermediate product; and (b) dehydrating the keto-intermediate product to provide a furan derivative; wherein the keto-intermediate product is pre-disposed to forming keto-furanose tautomers in solution. The method may further comprising a step of oxidizing the furan derivative to provide a furandicarboxylic acid or a furandicarboxylic acid derivative.

  本发明提供了一种制备呋喃衍生物的方法，包括以下步骤：(a)将单糖转化为提供酮中间产物；(b)脱水酮中间产物以提供呋喃衍生物；其中酮中间产物预先倾向于在溶液中形成酮-呋喃糖异构体。该方法还可以包括将呋喃衍生物氧化以提供呋喃二羧酸或呋喃二羧酸衍生物的步骤。
• [EN] A PROCESS FOR THE SYNTHESIS OF FURANDICARBOXYLIC ACID<br/>[FR] PROCÉDÉ DE SYNTHÈSE D'ACIDE FURANE DICARBOXYLIQUE
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2021124354A1

  公开（公告）日：2021-06-24

  The present invention provides a process for the synthesis of FDC A comprising heating a mixture of fructose, aqueous NaCl or KC1, solvent, methyl isobutyl ketone (MIBK) and a catalyst at a temperature in the range of 150 to 200°C in a sealed vessel for a time period in the range of 2 to 5 hours to yield crude 5-HMF. The crude HMF further reacts with a biocatalyst at a temperature in a range of 20 to 50°C for a period at a range of 24 to 96 hours to yield Furandicarboxylic acid (FDCA) ), wherein the conversion of 5- HMF to FDCA is in the range of 90 to 100%.

  本发明提供一种合成FDC A的方法，包括在密封容器中加热果糖、水溶性NaCl或KC1、溶剂、异戊酮甲基和催化剂的混合物，在150到200°C的温度范围内加热2到5小时，得到粗5-HMF。粗HMF进一步与生物催化剂在20到50°C的温度范围内反应24到96小时，产生呋喃二甲酸（FDCA），其中5-HMF转化为FDCA的转化率在90到100％的范围内。
• SPRAY OXIDATION PROCESS FOR PRODUCING 2,5-FURANDICARBOXYLIC ACID FROM HYDROXYMETHYLFURFURAL
  申请人：Subramaniam Bala

  公开号：US20150183755A1

  公开（公告）日：2015-07-02

  A process is provided for carrying out an oxidation on a sprayable feed including a furanic substrate to be oxidized and a catalytically effective combination of cobalt, manganese, and bromide components for catalyzing the oxidation of the furanic substrate, which process comprises spraying the feed into a reactor vessel as a mist, supplying an oxidant, reacting the furanic substrate and the oxidant, and managing the exothermic temperature rise due to the reaction through a selection and control of the operating pressure within the reactor vessel. A crude dehydration product from the dehydration of fructose, glucose or both, including 5-hydroxymethylfurfural, can be directly oxidized by the process to produce 2,5-furandicarboxylic acid in surprisingly increased yields.

  提供一种在可喷雾的香豆素基质和催化剂组合（包括钴、锰和溴化物组分）中进行氧化反应的方法，该方法包括将香豆素基质作为雾状物喷入反应器中，提供氧化剂，使香豆素基质和氧化剂反应，并通过选择和控制反应器内的操作压力来管理由反应引起的放热温度升高。通过该方法，可以直接将果糖、葡萄糖或两者的脱水产物（包括5-羟甲基糠醛）氧化成2,5-呋喃二甲酸，其收率惊人地提高。
• [EN] PROCESSES FOR THE FORMATION OF FURANDICARBOXYLIC ACID (FDCA) VIA A MULTISTEP BIOCATALYTIC OXIDATION REACTION OF 5-HYDROXYMETHYLFURFURAL (HMF)<br/>[FR] PROCÉDÉS POUR LA FORMATION D'ACIDE FURANDICARBOXYLIQUE (FDCA) AU MOYEN D'UNE RÉACTION D'OXYDATION BIOCATALYTIQUE À ÉTAPES MULTIPLES DE 5-HYDROXYMETHYLFURFURAL (HMF)
  申请人：BIOME BIOPLASTICS LTD

  公开号：WO2016202858A1

  公开（公告）日：2016-12-22

  The present invention relates to processes for the formation of furandicarboxylic acid (FDCA), in particular 2,5-furandicarboxylic acid (2,5-FDCA), and mono- and diester derivatives thereof, via a multistep biocatalytic oxidation reaction of 5-hydroxymethylfurfural (HMF) using, for example, an enzyme selected from the group consisting of xanthine oxidoreductase (XOR), galactose oxidase variant M3-5, aldehyde dehydrogenase, and/or ketoreductase. The invention also relates to copolymers that comprise the furandicarboxylic acid monomers and derivatives thereof, processes for the formation of the copolymers and uses for the copolymers.

  本发明涉及通过多步生物催化氧化反应使用来自于黄嘌呤氧化还原酶（XOR），半乳糖氧化酶变体M3-5，醛脱氢酶和/或酮还原酶等酶，从5-羟甲基糠醛（HMF）形成呋喃二甲酸（FDCA），特别是2,5-呋喃二甲酸（2,5-FDCA）及其单酯和双酯衍生物的过程。本发明还涉及包含呋喃二甲酸单体及其衍生物的共聚物，制备共聚物的过程以及共聚物的用途。
• [EN] PROCESS FOR THE PRODUCTION OF 2,5-FURANDICARBOXYLIC ACID (FDCA)<br/>[FR] PROCÉDÉ DE PRODUCTION D'ACIDE 2,5-FURANNEDICARBOXYLIQUE (FDCA)
  申请人：ANNIKKI GMBH

  公开号：WO2017097843A1

  公开（公告）日：2017-06-15

  The present invention relates to a process for the production of 2,5-furandicarboxylic acid (FDCA) via oxidation of 5-hydroxymethyl-2-furfural (HMF), said HMF being present in a solution in a high-boiling polar solvent and water. The process is characterized by the combination of - a first oxidation step wherein the HMF is at least partly oxidized in said solution to yield a first reaction mixture comprising at least one monoacid selected from the group consisting of -hydroxymethylfuran-2-carboxylic acid (HMFA), 5-formylfuran-2-carboxylic acid (FFCA) and, optionally, FDCA - an extraction step after the first oxidation step wherein said high-boiling polar solvent is extracted from said first reaction mixture by means of an extraction solvent, wherein said at least one monoacid remains in an aqueous phase, - a second oxidation step wherein said at least one monoacid is oxidized to FDCA.

  本发明涉及通过氧化5-羟甲基-2-呋喃甲醛（HMF）生产2,5-呋二酸（FDCA）的工艺，所述HMF存在于高沸点极性溶剂和水的溶液中。该工艺的特点在于：结合以下步骤：第一氧化步骤中，在所述溶液中至少部分氧化HMF，以产生包含至少一种单酸的第一反应混合物，所述单酸从以下组中选择：-羟甲基呋喃-2-羧酸（HMFA），5-甲酰基呋喃-2-羧酸（FFCA）和可选的FDCA；第一氧化步骤后的提取步骤中，通过提取剂从所述第一反应混合物中提取所述高沸点极性溶剂，其中所述至少一种单酸保留在水相中；第二氧化步骤中，将所述至少一种单酸氧化为FDCA。