GB630863A - Improvements in and relating to the hydrogenation of cyclic organic compounds - Google Patents

Improvements in and relating to the hydrogenation of cyclic organic compounds

Info

Publication number
GB630863A
GB630863A GB2139946A GB2139946A GB630863A GB 630863 A GB630863 A GB 630863A GB 2139946 A GB2139946 A GB 2139946A GB 2139946 A GB2139946 A GB 2139946A GB 630863 A GB630863 A GB 630863A
Authority
GB
United Kingdom
Prior art keywords
compounds
carbon
mono
tetrahydrofuran
foraminate
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
GB2139946A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB2139946A priority Critical patent/GB630863A/en
Priority to FR949572D priority patent/FR949572A/en
Priority to DEP1212A priority patent/DE939576C/en
Publication of GB630863A publication Critical patent/GB630863A/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
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/06—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/02—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
    • C07C5/03—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation of non-aromatic carbon-to-carbon double bonds
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/04—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
    • C07C2523/74—Iron group metals
    • C07C2523/755—Nickel

Abstract

Saturated mono-cyclic organic compounds are obtained by the continuous liquid phase hydrogenation of mono-cyclic unsaturated compounds (see Group IV (b)), in the presence of a foraminate nickel or cobalt catalyst. The catalysts are of the alloy type comprising the desired catalytically active metal or metals together with one or more metals more soluble in acid or alkali or other extracting liquid than the catalytically active metal or metals and are preferably crushed to give particles grading between 1/8 inch and 1/4 inch meshes. Specifications 570,843, 611,987, 623,595, 628,405, 628,407 and 630,161 are referred to.ALSO:Saturated mono-cyclic organic compounds are produced by the continuous liquid phase hydrogenation of a mono-cyclic compound containing at least one carbon to carbon double bond in the ring selected from alicyclic hydrocarbons and heterocyclic compounds which contain carbon, hydrogen and oxygen only and only carbon and oxygen in the ring, both of which types of compounds may be substituted by alkyl or ether groups or ether substituted benzenes at at least 50 DEG C. and in the presence of a foraminate nickel or cobalt catalyst. Pressures of 10-400, particularly 50-300 atmos., space velocities of 0.1-0.5 hour and preferably 0.2 hour, and temperatures of 50-300 DEG C., preferably 100-150 DEG C., may be used. Furan, alkylated furans, e.g. sylvan, 2,3-dihydropyran, alkylated 2,3-dihydropyrans and alicyclic mono- or poly-enes, e.g. cyclopentadiene yield respectively tetrahydrofuran, alkylated tetrahydrofurans, e.g. 2-methyl tetrahydrofuran, tetrahydropyrans and saturated alicyclic compounds, e.g. cyclopentane. In examples: (1) furan, (2) 2,3-dihydropyran and (3) sylvan are hydrogenated in the presence of a foraminate nickel catalyst to yield respectively tetrahydrofuran, tetrahydropyran and 2-methyl tetrahydrofuran. In the Provisional Specification it is stated that the catalyst may be promoted with alkalies such as caustic soda solution or the alkali may be in the reaction medium, that homocyclic compounds containing at least one carbon to carbon atom may also be employed and that toluene, benzyl alcohol and acetophenone yield methyl cyclohexane, hexahydro-benzyl alcohol and cyclohexyl methyl carbinol respectively. Specifications 570,843, 611,987, 623,595, 628,405, 628,407, [all in Group III], and 630,161 are referred to.
GB2139946A 1946-07-17 1946-07-17 Improvements in and relating to the hydrogenation of cyclic organic compounds Expired GB630863A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB2139946A GB630863A (en) 1946-07-17 1946-07-17 Improvements in and relating to the hydrogenation of cyclic organic compounds
FR949572D FR949572A (en) 1946-07-17 1947-07-17 Hydrogenation of cyclic organic compounds
DEP1212A DE939576C (en) 1946-07-17 1949-01-01 Process for the continuous production of saturated cyclic organic compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2139946A GB630863A (en) 1946-07-17 1946-07-17 Improvements in and relating to the hydrogenation of cyclic organic compounds

Publications (1)

Publication Number Publication Date
GB630863A true GB630863A (en) 1949-10-24

Family

ID=10162270

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2139946A Expired GB630863A (en) 1946-07-17 1946-07-17 Improvements in and relating to the hydrogenation of cyclic organic compounds

Country Status (3)

Country Link
DE (1) DE939576C (en)
FR (1) FR949572A (en)
GB (1) GB630863A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1068725B (en) * 1959-11-12 E. I. Du Pont De Nemours And Company, Wilmington, Del. (V. St. A.) Process for the production of tetrahydrofuran

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2094117A (en) * 1935-02-05 1937-09-28 Hercules Powder Co Ltd Hydrogenation process
FR825520A (en) * 1937-08-12 1938-03-04 Hercules Powder Co Ltd Hydrogenation process, in particular applicable to the hydrogenation of abietyl compounds

Also Published As

Publication number Publication date
DE939576C (en) 1956-02-23
FR949572A (en) 1949-09-02

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