GB2116552A - Process for hydrogenolysis of carboxylic acid esters - Google Patents

Process for hydrogenolysis of carboxylic acid esters

Info

Publication number
GB2116552A
GB2116552A GB08306413A GB8306413A GB2116552A GB 2116552 A GB2116552 A GB 2116552A GB 08306413 A GB08306413 A GB 08306413A GB 8306413 A GB8306413 A GB 8306413A GB 2116552 A GB2116552 A GB 2116552A
Authority
GB
United Kingdom
Prior art keywords
carboxylic acid
hydrogenolysis
acid esters
kpa
absolute
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.)
Granted
Application number
GB08306413A
Other versions
GB2116552B (en
GB8306413D0 (en
Inventor
Michael William Bradley
Norman Harris
Keith Turner
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.)
Johnson Matthey Davy Technologies Ltd
Davy Mckee Ltd
Original Assignee
Davy Mckee Ltd
Davy Mckee London Ltd
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 Davy Mckee Ltd, Davy Mckee London Ltd filed Critical Davy Mckee Ltd
Publication of GB8306413D0 publication Critical patent/GB8306413D0/en
Publication of GB2116552A publication Critical patent/GB2116552A/en
Application granted granted Critical
Publication of GB2116552B publication Critical patent/GB2116552B/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B31/00—Reduction in general
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
    • C07C29/177—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds with simultaneous reduction of a carboxy group
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/80—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with zinc, cadmium or mercury
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C07C29/149—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof with hydrogen or hydrogen-containing gases
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02—Monohydroxylic acyclic alcohols
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A process for effecting hydrogenolysis of a carboxylic acid ester comprising contacting a vaporous mixture containing the ester and hydrogen with a catalyst comprising a reduced mixture of copper oxide and zinc oxide at a temperature in the range of from about 75<o>C up to about 300<o>C and at a pressure in the range of from about 0.1 kg/cm<2> absolute (about 9.8 kPa) up to about 100 kg/cm<2> absolute (9813 kPa).
GB08306413A 1981-04-29 1982-04-21 Process for hydrogenolysis of carboxylic acid esters Expired GB2116552B (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US25873381A 1981-04-29 1981-04-29
GB8203701 1982-02-09
PCT/GB1982/000118 WO1982003854A1 (en) 1981-04-29 1982-04-21 Process fo enolysis of carboxylic acid esters

Publications (3)

Publication Number Publication Date
GB8306413D0 GB8306413D0 (en) 1983-04-13
GB2116552A true GB2116552A (en) 1983-09-28
GB2116552B GB2116552B (en) 1985-09-25

Family

ID=26281940

Family Applications (1)

Application Number Title Priority Date Filing Date
GB08306413A Expired GB2116552B (en) 1981-04-29 1982-04-21 Process for hydrogenolysis of carboxylic acid esters

Country Status (13)

Country Link
JP (1) JPS58500993A (en)
AU (1) AU560590B2 (en)
BR (1) BR8207962A (en)
CA (1) CA1229096A (en)
FI (1) FI831848L (en)
GB (1) GB2116552B (en)
IT (1) IT1190783B (en)
MX (1) MX156577A (en)
NL (1) NL191438C (en)
NO (1) NO824396L (en)
NZ (1) NZ200442A (en)
SE (1) SE452154B (en)
WO (1) WO1982003854A1 (en)

Cited By (17)

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US4810807A (en) * 1987-10-13 1989-03-07 The Standard Oil Company Hydrogenation of maleic anhydride to tetrahydrofuran
US5099038A (en) * 1989-12-07 1992-03-24 Tonen Corporation Process for producing 1,4-butanediol and tetrahydrofuran
US5387753A (en) * 1993-12-02 1995-02-07 Eastman Chemical Company Process for the preparation of alcohols and diols
US5387752A (en) * 1993-12-02 1995-02-07 Eastman Chemical Company Process for the production of cyclohexanedimethanol
US5395986A (en) * 1993-12-02 1995-03-07 Eastman Chemical Company Process for the production of cyclohexanedimethanol
US5395987A (en) * 1993-12-02 1995-03-07 Eastman Chemical Company Preparation of cyclohexanedimethanol with a particular ratio
US5395990A (en) * 1993-12-02 1995-03-07 Eastman Chemical Company Process for the production of alcohols and diols
US5395991A (en) * 1993-12-02 1995-03-07 Eastman Chemical Company Process for the production of alcohols and diols
US5406004A (en) * 1993-12-02 1995-04-11 Eastman Chemical Company Hydrogenation process for the preparation of alcohols and diols utilizing gas and liquid phases
US5414159A (en) * 1993-12-02 1995-05-09 Eastman Chemical Company Process
WO2010116164A1 (en) 2009-04-07 2010-10-14 Davy Process Technology Limited Process for the co-production of a stream of a fatty alcohol having a first carbon chain length and a stream of a fatty alcohol having a second carbon length
US8278491B2 (en) 2007-10-03 2012-10-02 Davy Process Technology Limited Process for the co-production of fatty alcohols showing different carbon chain lengths
WO2013072664A1 (en) 2011-11-17 2013-05-23 Davy Process Technology Limited Process for producing fatty alcohols from fatty acids
US10266466B2 (en) 2017-08-02 2019-04-23 Eastman Chemical Company Iron-catalyzed transfer hydrogenation of esters to alcohols
US10266467B2 (en) 2017-08-02 2019-04-23 Eastman Chemical Company Synthesis of glycols via transfer hydrogenation of alpha-functional esters with alcohols
US10435349B2 (en) 2017-08-02 2019-10-08 Eastman Chemical Company Iron-catalyzed cross-coupling of methanol with secondary or tertiary alcohols to produce formate esters
US10570081B2 (en) 2017-08-02 2020-02-25 Eastman Chemical Company Process for making formic acid utilizing lower-boiling formate esters

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US4652685A (en) * 1985-11-15 1987-03-24 General Electric Company Hydrogenation of lactones to glycols
US4837368A (en) * 1988-02-01 1989-06-06 Eastman Kodak Company Low pressure catalytic hydrogenation of carbonyl-containing compounds and supported catalysts therefor
US4837367A (en) * 1987-08-03 1989-06-06 Eastman Kodak Company Low pressure catalytic hydrogenation of carbonyl-containing compounds
JP2772524B2 (en) * 1988-07-15 1998-07-02 東燃株式会社 Method for producing 1,4-butanediol
ES2064715T3 (en) * 1989-01-17 1995-02-01 Davy Mckee London PROCEDURE FOR OBTAINING FATTY ALCOHOLS.
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DE3930288A1 (en) * 1989-09-11 1991-03-21 Henkel Kgaa COPPER SILICATE CATALYST, ITS MANUFACTURING METHOD AND ITS USE
CA2026275C (en) * 1989-10-17 2000-12-05 Deepak S. Thakur Hydrogenation catalyst, process for preparing and process of using said catalyst
GB9025708D0 (en) * 1990-11-27 1991-01-09 Unilever Plc Fatty ester hydrogenation
DE4141220A1 (en) * 1991-12-13 1993-06-17 Basf Ag PROCESS FOR THE PREPARATION OF PRIMARY ALCOHOLS
DE4142899A1 (en) * 1991-12-23 1993-06-24 Sued Chemie Ag METHOD FOR PRODUCING ALCOHOLS BY CATALYTIC HYDRATION OF CARBONIC ACID ALKYL ESTERS
DE4206750A1 (en) * 1992-03-04 1993-09-09 Hoechst Ag METHOD FOR PRODUCING ALCOHOLS OR AMINES
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ES2312337T3 (en) 1999-03-11 2009-03-01 Zeachem Inc. PROCESS TO PRODUCE ETHANOL.
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Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4810807A (en) * 1987-10-13 1989-03-07 The Standard Oil Company Hydrogenation of maleic anhydride to tetrahydrofuran
US5099038A (en) * 1989-12-07 1992-03-24 Tonen Corporation Process for producing 1,4-butanediol and tetrahydrofuran
US5406004A (en) * 1993-12-02 1995-04-11 Eastman Chemical Company Hydrogenation process for the preparation of alcohols and diols utilizing gas and liquid phases
US5395986A (en) * 1993-12-02 1995-03-07 Eastman Chemical Company Process for the production of cyclohexanedimethanol
US5395987A (en) * 1993-12-02 1995-03-07 Eastman Chemical Company Preparation of cyclohexanedimethanol with a particular ratio
US5395990A (en) * 1993-12-02 1995-03-07 Eastman Chemical Company Process for the production of alcohols and diols
US5395991A (en) * 1993-12-02 1995-03-07 Eastman Chemical Company Process for the production of alcohols and diols
US5387753A (en) * 1993-12-02 1995-02-07 Eastman Chemical Company Process for the preparation of alcohols and diols
US5414159A (en) * 1993-12-02 1995-05-09 Eastman Chemical Company Process
EP0656336A1 (en) * 1993-12-02 1995-06-07 Eastman Chemical Company Process for the production of hydroxy compounds by hydrogenation of oxygenates
US5387752A (en) * 1993-12-02 1995-02-07 Eastman Chemical Company Process for the production of cyclohexanedimethanol
US8278491B2 (en) 2007-10-03 2012-10-02 Davy Process Technology Limited Process for the co-production of fatty alcohols showing different carbon chain lengths
WO2010116164A1 (en) 2009-04-07 2010-10-14 Davy Process Technology Limited Process for the co-production of a stream of a fatty alcohol having a first carbon chain length and a stream of a fatty alcohol having a second carbon length
US8569550B2 (en) 2009-04-07 2013-10-29 Davy Process Technology Limited Process for the co-production of a stream of a fatty alcohol having a first carbon chain length and a stream of a fatty alcohol having a second carbon length
WO2013072664A1 (en) 2011-11-17 2013-05-23 Davy Process Technology Limited Process for producing fatty alcohols from fatty acids
US10266466B2 (en) 2017-08-02 2019-04-23 Eastman Chemical Company Iron-catalyzed transfer hydrogenation of esters to alcohols
US10266467B2 (en) 2017-08-02 2019-04-23 Eastman Chemical Company Synthesis of glycols via transfer hydrogenation of alpha-functional esters with alcohols
US10435349B2 (en) 2017-08-02 2019-10-08 Eastman Chemical Company Iron-catalyzed cross-coupling of methanol with secondary or tertiary alcohols to produce formate esters
US10570081B2 (en) 2017-08-02 2020-02-25 Eastman Chemical Company Process for making formic acid utilizing lower-boiling formate esters

Also Published As

Publication number Publication date
IT8220820A0 (en) 1982-04-20
NL191438B (en) 1995-03-01
AU8336582A (en) 1982-12-07
GB2116552B (en) 1985-09-25
GB8306413D0 (en) 1983-04-13
JPS58500993A (en) 1983-06-23
NO824396L (en) 1982-12-28
FI831848A0 (en) 1983-05-24
SE452154B (en) 1987-11-16
IT1190783B (en) 1988-02-24
MX156577A (en) 1988-09-13
NL8220121A (en) 1983-07-01
BR8207962A (en) 1983-10-04
SE8303027D0 (en) 1983-05-30
NL191438C (en) 1995-07-04
AU560590B2 (en) 1987-04-09
JPH0457655B2 (en) 1992-09-14
SE8303027L (en) 1983-05-30
FI831848L (en) 1983-05-24
NZ200442A (en) 1985-10-11
WO1982003854A1 (en) 1982-11-11
CA1229096A (en) 1987-11-10

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