GB600871A - Improvements relating to the manufacture of 5-hydroxymethyl 2-furfural - Google Patents

Improvements relating to the manufacture of 5-hydroxymethyl 2-furfural

Info

Publication number
GB600871A
GB600871A GB2721045A GB2721045A GB600871A GB 600871 A GB600871 A GB 600871A GB 2721045 A GB2721045 A GB 2721045A GB 2721045 A GB2721045 A GB 2721045A GB 600871 A GB600871 A GB 600871A
Authority
GB
United Kingdom
Prior art keywords
heated
water containing
sucrose
furfural
hydroxymethyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB2721045A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of GB600871A publication Critical patent/GB600871A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom

Abstract

5-Hydroxymethyl-2-furfural is obtained by heating a solution, having a pH value between 7 and 2, of a carbohydrate consisting of an aldohexose or ketohexose, or a disaccharide yielding either of the said hexoses, under pressure at a temperature between 130 DEG and 230 DEG C., the 5-hydroxymethyl-2-furfurfal being obtained from the mixture by solvent extraction. The reaction may be effected in an atmosphere of hydrogen, air or nitrogen. In examples: (1) sucrose and water are heated under pressure in hydrogen, the humin material formed is filtered off and the filtrate treated with calcium carbonate and basic lead acetate. After filtering, the solution is extracted by a solvent, e.g. ethyl acetate, the extract being finally dried and the solvent evaporated; (2) sorbose and water are heated under pressure in hydrogen and the product obtained as in (1) ; (3) sucrose and water containing phosphoric acid are heated in an autoclave and the reaction mixture treated as in (1) ; (4) to (9) crude cane juice is heated as in (3) with water containing oxalic acid and phosphoric acid respectively, sucrose is heated as in (3) with water containing maleic acid, fumaric acid and hydrochloric acid respectively and glucose is heated as in (3) with water containing oxalic acid. In each case the 5-hydroxy-methyl 2-furfural is obtained from the reactionmixture as in (1). Specification 591,858 is referred to.
GB2721045A 1945-10-17 Improvements relating to the manufacture of 5-hydroxymethyl 2-furfural Expired GB600871A (en)

Publications (1)

Publication Number Publication Date
GB600871A true GB600871A (en) 1948-04-21

Family

ID=1740460

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2721045A Expired GB600871A (en) 1945-10-17 Improvements relating to the manufacture of 5-hydroxymethyl 2-furfural

Country Status (1)

Country Link
GB (1) GB600871A (en)

Cited By (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2750394A (en) * 1952-05-22 1956-06-12 Food Chemical And Res Lab Inc Manufacture of 5-hydroxymethyl 2-furfural
US2851468A (en) * 1953-06-10 1958-09-09 Dendrol Inc Preparation of hydroxymethylfurfural from cellulosic materials
US2929823A (en) * 1956-11-26 1960-03-22 Merck & Co Inc Production of 5-hydroxymethylfurfural
US3066150A (en) * 1958-01-02 1962-11-27 Merck & Co Inc Conversion of invert molasses
DE1146891B (en) * 1956-11-26 1963-04-11 Merck & Co Inc Process for the preparation of 5-oxymethylfurfural
WO2007146636A1 (en) 2006-06-06 2007-12-21 Wisconsin Alumni Research Foundation Catalytic process for producing furan derivatives from carbohydrates in a biphasic reactor
WO2010144873A1 (en) 2009-06-13 2010-12-16 Rennovia, Inc. Production of adipic acid and derivatives from carbohydrate-containing materials
US7880049B2 (en) 2006-06-06 2011-02-01 Wisconsin Alumni Research Foundation Production of liquid alkanes in the jet fuel range (C8-C15) from biomass-derived carbohydrates
US7897794B2 (en) 2007-06-18 2011-03-01 Archer Daniels Midland Company Method for purifying hydroxymethylfurfural using non-functional polymeric resins
WO2012156479A1 (en) * 2011-05-16 2012-11-22 Centre National De La Recherche Scientifique (C.N.R.S) Method for producing 5-hydroxymethylfurfural
US8324376B2 (en) 2008-06-17 2012-12-04 Wisconsin Alumni Research Foundation Chemical transformation of lignocellulosic biomass into fuels and chemicals
WO2013109477A1 (en) 2012-01-18 2013-07-25 Rennovia, Inc. Process for production of hexamethylenediamine from 5 - hydroxymethylfurfural
US8669397B2 (en) 2009-06-13 2014-03-11 Rennovia, Inc. Production of adipic acid and derivatives from carbohydrate-containing materials
US8669393B2 (en) 2010-03-05 2014-03-11 Rennovia, Inc. Adipic acid compositions
US8722878B2 (en) 2009-07-01 2014-05-13 Wisconsin Alumni Research Foundation Biomass hydrolysis
US8785683B2 (en) 2009-06-13 2014-07-22 Rennovia, Inc. Production of glutaric acid and derivatives from carbohydrate-containing materials
US20140315262A1 (en) * 2012-01-10 2014-10-23 Archer Daniels Midland Company Process for making hmf and hmf derivatives from sugars, with recovery of unreacted sugars suitable for direct fermentation to ethanol
US9073841B2 (en) 2012-11-05 2015-07-07 Segetis, Inc. Process to prepare levulinic acid
CN105175367A (en) * 2015-09-09 2015-12-23 江苏大学 Method for converting sugar into 5-HMF (hydroxymethylfurfural) through acid catalysis
US9586920B2 (en) 2014-12-02 2017-03-07 Rennovia Inc. Process for production of hexanetriol from 5-hydroxymethylfurfural
US9611241B2 (en) 2014-01-27 2017-04-04 Rennovia Inc. Conversion of fructose-containing feedstocks to HMF-containing product
US9770705B2 (en) 2010-06-11 2017-09-26 Rennovia Inc. Oxidation catalysts
CN106117039B (en) * 2016-06-17 2018-07-31 东莞理工学院 A method of preparing sodium acetate using humin
US10208006B2 (en) 2016-01-13 2019-02-19 Stora Enso Oyj Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof
US10618864B2 (en) 2011-11-23 2020-04-14 Gfbiochemicals Ip Assets B.V. Process to prepare levulinic acid
US11192872B2 (en) 2017-07-12 2021-12-07 Stora Enso Oyj Purified 2,5-furandicarboxylic acid pathway products

Cited By (51)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2750394A (en) * 1952-05-22 1956-06-12 Food Chemical And Res Lab Inc Manufacture of 5-hydroxymethyl 2-furfural
US2851468A (en) * 1953-06-10 1958-09-09 Dendrol Inc Preparation of hydroxymethylfurfural from cellulosic materials
US2929823A (en) * 1956-11-26 1960-03-22 Merck & Co Inc Production of 5-hydroxymethylfurfural
DE1146891B (en) * 1956-11-26 1963-04-11 Merck & Co Inc Process for the preparation of 5-oxymethylfurfural
US3066150A (en) * 1958-01-02 1962-11-27 Merck & Co Inc Conversion of invert molasses
WO2007146636A1 (en) 2006-06-06 2007-12-21 Wisconsin Alumni Research Foundation Catalytic process for producing furan derivatives from carbohydrates in a biphasic reactor
US7572925B2 (en) 2006-06-06 2009-08-11 Wisconsin Alumni Research Foundation Catalytic process for producing furan derivatives in a biphasic reactor
US7880049B2 (en) 2006-06-06 2011-02-01 Wisconsin Alumni Research Foundation Production of liquid alkanes in the jet fuel range (C8-C15) from biomass-derived carbohydrates
US7897794B2 (en) 2007-06-18 2011-03-01 Archer Daniels Midland Company Method for purifying hydroxymethylfurfural using non-functional polymeric resins
US8324376B2 (en) 2008-06-17 2012-12-04 Wisconsin Alumni Research Foundation Chemical transformation of lignocellulosic biomass into fuels and chemicals
US8680264B2 (en) 2008-06-17 2014-03-25 Wisconsin Alumni Research Foundation Chemical transformation of lignocellulosic biomass into fuels and chemicals
US8501989B2 (en) 2009-06-13 2013-08-06 Rennovia, Inc. Production of adipic acid and derivatives from carbohydrate-containing materials
US8927768B2 (en) 2009-06-13 2015-01-06 Rennovia, Inc. Production of adipic acid and derivatives from carbohydrate-containing materials
US9434709B2 (en) 2009-06-13 2016-09-06 Rennovia Inc. Production of adipic acid and derivatives from carbohydrate-containing materials
US9174911B2 (en) 2009-06-13 2015-11-03 Rennovia Inc. Production of glutaric acid and derivatives from carbohydrate-containing materials
US8669397B2 (en) 2009-06-13 2014-03-11 Rennovia, Inc. Production of adipic acid and derivatives from carbohydrate-containing materials
US9156766B2 (en) 2009-06-13 2015-10-13 Rennovia Inc. Production of adipic acid and derivatives from carbohydrate-containing materials
US8785683B2 (en) 2009-06-13 2014-07-22 Rennovia, Inc. Production of glutaric acid and derivatives from carbohydrate-containing materials
WO2010144873A1 (en) 2009-06-13 2010-12-16 Rennovia, Inc. Production of adipic acid and derivatives from carbohydrate-containing materials
US8722878B2 (en) 2009-07-01 2014-05-13 Wisconsin Alumni Research Foundation Biomass hydrolysis
US8669393B2 (en) 2010-03-05 2014-03-11 Rennovia, Inc. Adipic acid compositions
US10807074B2 (en) 2010-06-11 2020-10-20 Archer-Daniels-Midland Company Oxidation catalysts
US9770705B2 (en) 2010-06-11 2017-09-26 Rennovia Inc. Oxidation catalysts
US9808790B2 (en) 2010-06-11 2017-11-07 Rennovia Inc. Processes for the manufacturing of oxidation catalysts
US11596927B2 (en) 2010-06-11 2023-03-07 Archer-Daniels-Midland Company Oxidation catalysts
FR2975396A1 (en) * 2011-05-16 2012-11-23 Centre Nat Rech Scient PROCESS FOR THE PREPARATION OF 5-HYDROXYMETHYLFURFURAL
WO2012156479A1 (en) * 2011-05-16 2012-11-22 Centre National De La Recherche Scientifique (C.N.R.S) Method for producing 5-hydroxymethylfurfural
US9238635B2 (en) 2011-05-16 2016-01-19 Centre National De La Recherche Scientifique (C.N.R.S.) Method for producing 5-hydroxymethylfurfural
US10618864B2 (en) 2011-11-23 2020-04-14 Gfbiochemicals Ip Assets B.V. Process to prepare levulinic acid
US20140315262A1 (en) * 2012-01-10 2014-10-23 Archer Daniels Midland Company Process for making hmf and hmf derivatives from sugars, with recovery of unreacted sugars suitable for direct fermentation to ethanol
US9035109B2 (en) 2012-01-18 2015-05-19 Rennovia, Inc. Process for production of hexamethylenediamine from carbohydrate-containing materials and intermediates therefor
US9518005B2 (en) 2012-01-18 2016-12-13 Rennovia Inc. Process for production of hexamethylenediamine from carbohydrate-containing materials and intermediates therefor
US9783473B2 (en) 2012-01-18 2017-10-10 Rennovia Inc. Process for production of hexamethylenediamine from carbohydrate-containing materials and intermediates therefor
WO2013109477A1 (en) 2012-01-18 2013-07-25 Rennovia, Inc. Process for production of hexamethylenediamine from 5 - hydroxymethylfurfural
US8853458B2 (en) 2012-01-18 2014-10-07 Rennovia, Inc. Process for production of hexamethylenediamine from carbohydrate-containing materials and intermediates therefor
EP3466919A1 (en) 2012-01-18 2019-04-10 Archer-Daniels-Midland Company Process for production of 1,6-hexanediol from 1,2-6-hexanetriol
US9073841B2 (en) 2012-11-05 2015-07-07 Segetis, Inc. Process to prepare levulinic acid
US9598341B2 (en) 2012-11-05 2017-03-21 Gfbiochemicals Limited Process to prepare levulinic acid
US9611241B2 (en) 2014-01-27 2017-04-04 Rennovia Inc. Conversion of fructose-containing feedstocks to HMF-containing product
US10017486B2 (en) 2014-01-27 2018-07-10 Archer-Daniels-Midland Company Conversion of fructose-containing feedstocks to HMF-containing product
US9586920B2 (en) 2014-12-02 2017-03-07 Rennovia Inc. Process for production of hexanetriol from 5-hydroxymethylfurfural
US10081612B2 (en) 2014-12-02 2018-09-25 Archer-Daniels-Midland Company Process for production of hexanetriol from 5-hydroxymethylfurfural
CN105175367A (en) * 2015-09-09 2015-12-23 江苏大学 Method for converting sugar into 5-HMF (hydroxymethylfurfural) through acid catalysis
US10442780B2 (en) 2016-01-13 2019-10-15 Stora Enso Oyj Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof
US10654819B2 (en) 2016-01-13 2020-05-19 Stora Enso Oyj Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof
US10208006B2 (en) 2016-01-13 2019-02-19 Stora Enso Oyj Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof
US10851074B2 (en) 2016-01-13 2020-12-01 Stora Enso Oyj Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof
US11613523B2 (en) 2016-01-13 2023-03-28 Stora Enso Oyj Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof
US11891370B2 (en) 2016-01-13 2024-02-06 Stora Enso Ojy Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof
CN106117039B (en) * 2016-06-17 2018-07-31 东莞理工学院 A method of preparing sodium acetate using humin
US11192872B2 (en) 2017-07-12 2021-12-07 Stora Enso Oyj Purified 2,5-furandicarboxylic acid pathway products

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