GB925812A - Novel ester of hydroxymethylfurfural and process for its preparation - Google Patents

Novel ester of hydroxymethylfurfural and process for its preparation

Info

Publication number
GB925812A
GB925812A GB2905959A GB2905959A GB925812A GB 925812 A GB925812 A GB 925812A GB 2905959 A GB2905959 A GB 2905959A GB 2905959 A GB2905959 A GB 2905959A GB 925812 A GB925812 A GB 925812A
Authority
GB
United Kingdom
Prior art keywords
hydroxymethylfurfural
acid
propionic
preparation
heating
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
GB2905959A
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 GB925812A publication Critical patent/GB925812A/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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00—Purification; Separation; Use of additives
    • C07C7/10—Purification; Separation; Use of additives by extraction, i.e. purification or separation of liquid hydrocarbons with the aid of liquids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
    • C10G21/06—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
    • C10G21/12—Organic compounds only
    • C10G21/16—Oxygen-containing compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Water Supply & Treatment (AREA)
  • Furan Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises 5-propionoxymethylfurfural. The novel compound may be prepared by heating 5-hydroxymethylfurfural with propionic anhydride alone, or with propionic acid in the presence of a strong acid catalyst such as sulphuric acid, toluenesulphonic acid or boron trifluoride. The novel compound may also be obtained by heating D-fructose with propionic anhydride and propionic acid. In each case, the product is recovered by extraction of the reaction mixture with an organic solvent such as ether. Detailed examples are given.
GB2905959A 1958-09-05 1959-08-25 Novel ester of hydroxymethylfurfural and process for its preparation Expired GB925812A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US75915458A 1958-09-05 1958-09-05

Publications (1)

Publication Number Publication Date
GB925812A true GB925812A (en) 1963-05-08

Family

ID=25054596

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2905959A Expired GB925812A (en) 1958-09-05 1959-08-25 Novel ester of hydroxymethylfurfural and process for its preparation

Country Status (1)

Country Link
GB (1) GB925812A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1834951A1 (en) * 2006-03-10 2007-09-19 Avantium International B.V. Method for the synthesis of organic acid esters of 5-hydroxymethylfurfural and their use
CN101245055A (en) * 2007-02-16 2008-08-20 赢创德固赛有限责任公司 Process for preparing 5-hydroxymethylfurfural via 5-acyloxymethylfurfural as an intermediate
EP2034005A1 (en) * 2007-09-07 2009-03-11 Furanix Technologies B.V Fuel additive concentrate derived from a biomass resource
WO2009076627A3 (en) * 2007-12-12 2009-10-15 Archer Daniels Midland Co Conversion of carbohydrates to hydroxy-methylfurfural (hmf) and derivatives
US20100081833A1 (en) * 2007-09-07 2010-04-01 Furanix Technologies B.V. Hydroxymethylfurfural ethers and esters prepared in ionic liquids

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8242293B2 (en) 2006-03-10 2012-08-14 Furanix Technologies B.V. Method for the synthesis of organic acid esters of 5-hydroxymethylfurfural and their use
EP2050742A1 (en) * 2006-03-10 2009-04-22 Furanix Technologies B.V Method for the synthesis of organic acid esters of 5-hydroxymethylfurfural and their use
EP1834951A1 (en) * 2006-03-10 2007-09-19 Avantium International B.V. Method for the synthesis of organic acid esters of 5-hydroxymethylfurfural and their use
AU2007224708B2 (en) * 2006-03-10 2011-10-06 Furanix Technologies B.V. Method for the synthesis of organic acid esters of 5-hydroxymethylfurfural and their use
EP2105439A1 (en) * 2006-03-10 2009-09-30 Furanix Technologies B.V Method for the synthesis of organic acid esters of 5-hydroxymethylfurfural
EP2053047A1 (en) * 2006-03-10 2009-04-29 Furanix Technologies B.V Method for the synthesis of organic acid esters of 5-hydroxymethylfurfural and their use
WO2007104515A1 (en) * 2006-03-10 2007-09-20 Furanix Technologies B.V. Method for the synthesis of organic acid esters of 5-hydroxymethylfurfural and their use
DE102007007629A1 (en) * 2007-02-16 2008-08-21 Evonik Degussa Gmbh Process for the preparation of 5-hydroxymethyl furfural via 5-acyloxymethyl furfural as an intermediate
EP1958944A1 (en) * 2007-02-16 2008-08-20 Evonik Degussa GmbH Method for producing enantiomer 5-hydroxymethylfurfural with 5-acyloxymethylfurfural as intermediate
CN101245055A (en) * 2007-02-16 2008-08-20 赢创德固赛有限责任公司 Process for preparing 5-hydroxymethylfurfural via 5-acyloxymethylfurfural as an intermediate
CN101245055B (en) * 2007-02-16 2013-11-06 赢创德固赛有限责任公司 Process for preparing 5-hydroxymethylfurfural via 5-acyloxymethylfurfural as an intermediate
US8642790B2 (en) 2007-02-16 2014-02-04 Evonik Degussa Gmbh Process for preparing 5-hydroxymethylfurfural via 5-acyloxymethylfurfural as an intermediate
EP2034005A1 (en) * 2007-09-07 2009-03-11 Furanix Technologies B.V Fuel additive concentrate derived from a biomass resource
US20100081833A1 (en) * 2007-09-07 2010-04-01 Furanix Technologies B.V. Hydroxymethylfurfural ethers and esters prepared in ionic liquids
US8314260B2 (en) * 2007-09-07 2012-11-20 Furanix Technologies B.V. Hydroxymethylfurfural ethers and esters prepared in ionic liquids
WO2009076627A3 (en) * 2007-12-12 2009-10-15 Archer Daniels Midland Co Conversion of carbohydrates to hydroxy-methylfurfural (hmf) and derivatives

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