GB838957A - Production of 5-hydroxymethyl furfural - Google Patents

Production of 5-hydroxymethyl furfural

Info

Publication number
GB838957A
GB838957A GB34465/57A GB3446557A GB838957A GB 838957 A GB838957 A GB 838957A GB 34465/57 A GB34465/57 A GB 34465/57A GB 3446557 A GB3446557 A GB 3446557A GB 838957 A GB838957 A GB 838957A
Authority
GB
United Kingdom
Prior art keywords
furfural
hydroxymethyl furfural
reactor
continuously
reaction
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
GB34465/57A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB838957A publication Critical patent/GB838957A/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
    • C07D307/48—Furfural
    • C07D307/50—Preparation from natural products
    • 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
    • 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
    • C07D307/48—Furfural

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Furan Compounds (AREA)

Abstract

5-Hydroxymethyl furfural is obtained by a process comprising heating an aqueous solution of glucose, fructose, invert sugar, fructosans, sucrose or hydrolysed wood or starch to a temperature in the range 250-380 DEG C. for a time not in excess of 2 minutes but sufficient to form 5-hydroxymethyl furfural. In some cases it is desirable to use an acid catalyst, e.g. levulinic acid. Preferably the process is carried out by continuously passing the sugar solution into a reactor and continuously withdrawing the reaction product. During the reaction a tar which is soluble in many organic solvents, e.g. furfural, ethyl acetate, formamide, dimethyl formamide, and dimethyl sulphoxide, may be formed. In view of the instability of 5-hydroxymethyl furfural it should be removed from the reaction mixture as quickly as possible, for example, by operating continuously in the presence of an extractive solvent such as furfural whereby the aqueous sugar solution and furfural are pumped co- or counter-currently through the reactor.
GB34465/57A 1956-11-26 1957-11-05 Production of 5-hydroxymethyl furfural Expired GB838957A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US838957XA 1956-11-26 1956-11-26

Publications (1)

Publication Number Publication Date
GB838957A true GB838957A (en) 1960-06-22

Family

ID=22181346

Family Applications (1)

Application Number Title Priority Date Filing Date
GB34465/57A Expired GB838957A (en) 1956-11-26 1957-11-05 Production of 5-hydroxymethyl furfural

Country Status (1)

Country Link
GB (1) GB838957A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7317116B2 (en) 2004-12-10 2008-01-08 Archer-Daniels-Midland-Company Processes for the preparation and purification of hydroxymethylfuraldehyde and derivatives
US7432382B2 (en) 2004-12-10 2008-10-07 Archer-Daniels-Midland Company Conversion of 2,5-(hydroxymethyl)furaldehyde to industrial derivatives, purification of the derivatives, and industrial uses therefor
US9012664B2 (en) 2011-12-28 2015-04-21 E I Du Pont De Nemours And Company Process for the production of furfural
US9024047B2 (en) 2010-12-21 2015-05-05 E I Du Pont De Nemours And Company Methods for furfural production from branched non-fermentable sugars in stillage or syrup
US9181211B2 (en) 2011-12-28 2015-11-10 E I Du Pont De Nemours And Company Process for the production of furfural
US9181209B2 (en) 2011-12-28 2015-11-10 E I Du Pont De Nemours And Company Process for the production of furfural
US9181210B2 (en) 2011-12-28 2015-11-10 E I Du Pont De Nemours And Company Processes for making furfurals
CN112076801A (en) * 2020-08-31 2020-12-15 江苏大学 Carbon microsphere catalyst, preparation method and application

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7317116B2 (en) 2004-12-10 2008-01-08 Archer-Daniels-Midland-Company Processes for the preparation and purification of hydroxymethylfuraldehyde and derivatives
US7432382B2 (en) 2004-12-10 2008-10-07 Archer-Daniels-Midland Company Conversion of 2,5-(hydroxymethyl)furaldehyde to industrial derivatives, purification of the derivatives, and industrial uses therefor
US7579489B2 (en) 2004-12-10 2009-08-25 Archer-Daniels-Midland Company Processes for the preparation and purification of hydroxymethylfuraldehyde and derivatives
US7579490B2 (en) 2004-12-10 2009-08-25 Archer-Daniels-Midland Company Conversion of 2,5-(hydroxymethyl)furaldehyde to industrial derivatives, purification of the derivatives, and industrial uses therefor
US8058458B2 (en) 2004-12-10 2011-11-15 Archer Daniels Midland Company Processes for the preparation and purification of hydroxymethylfuraldehyde derivatives
US9024047B2 (en) 2010-12-21 2015-05-05 E I Du Pont De Nemours And Company Methods for furfural production from branched non-fermentable sugars in stillage or syrup
US9012664B2 (en) 2011-12-28 2015-04-21 E I Du Pont De Nemours And Company Process for the production of furfural
US9181211B2 (en) 2011-12-28 2015-11-10 E I Du Pont De Nemours And Company Process for the production of furfural
US9181209B2 (en) 2011-12-28 2015-11-10 E I Du Pont De Nemours And Company Process for the production of furfural
US9181210B2 (en) 2011-12-28 2015-11-10 E I Du Pont De Nemours And Company Processes for making furfurals
CN112076801A (en) * 2020-08-31 2020-12-15 江苏大学 Carbon microsphere catalyst, preparation method and application
CN112076801B (en) * 2020-08-31 2023-04-07 江苏大学 Carbon microsphere catalyst, preparation method and application

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