GB805157A - Process for the manufacture of 3:3:5-trimethyl-cyclohexanol - Google Patents

Process for the manufacture of 3:3:5-trimethyl-cyclohexanol

Info

Publication number
GB805157A
GB805157A GB34625/53A GB3462553A GB805157A GB 805157 A GB805157 A GB 805157A GB 34625/53 A GB34625/53 A GB 34625/53A GB 3462553 A GB3462553 A GB 3462553A GB 805157 A GB805157 A GB 805157A
Authority
GB
United Kingdom
Prior art keywords
high melting
catalyst
hydrogen
melting isomer
nickel
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
GB34625/53A
Inventor
Edward George Peppiatt
Ronald James Wicker
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.)
Howards of Ilford Ltd
Original Assignee
Howards of Ilford 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 Howards of Ilford Ltd filed Critical Howards of Ilford Ltd
Priority to GB34625/53A priority Critical patent/GB805157A/en
Publication of GB805157A publication Critical patent/GB805157A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C29/56—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by isomerisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic
    • C07C35/08—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

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

Abstract

In a process for the manufacture of 3:3:5-trimethyl-cyclohexanol containing at least 80 per cent by weight of the high melting isomer, isophonone or dihydroisophorone is reacted with hydrogen under pressure at a temperature not exceeding 100 DEG C. in the presence of metallic nickel as catalyst, and the catalyst is removed when 3:3:5-trimethyl-cyclohexanol having the content of 80 per cent or more of the high melting isomer has been formed. The metallic nickel catalyst may be e.g. produced by reducing nickel carbonate or oxide with hydrogen or it may be "Raney" nickel (Registered Trade Mark). A solvent may be employed, e.g. a saturated lower aliphatic alcohol, e.g. methanol or ethanol, or a saturated aliphatic or cycloaliphatic hydrocarbon, e.g. hexane or cyclohexane. The proportion of the high melting isomer in the product may be increased by recrystallization from solvents in which the high melting isomer is less soluble than the low melting isomer, e.g. ethyl alcohol, acetone, ether, light petroleum, benzene and ethylene dichloride. In examples: isophorone or dihydroisophorone in methanolic solution is reduced with hydrogen at elevated pressure using a reduced nickel catalyst and when hydrogen absorption ceases the reaction mixture is filtered and methanol is distilled off (1); in a similar process an elevated temperature but no solvent is employed (2); products of the invention are recrystallized from ethylene dichloride (3) and light petroleum (4).
GB34625/53A 1953-12-11 1953-12-11 Process for the manufacture of 3:3:5-trimethyl-cyclohexanol Expired GB805157A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB34625/53A GB805157A (en) 1953-12-11 1953-12-11 Process for the manufacture of 3:3:5-trimethyl-cyclohexanol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB34625/53A GB805157A (en) 1953-12-11 1953-12-11 Process for the manufacture of 3:3:5-trimethyl-cyclohexanol

Publications (1)

Publication Number Publication Date
GB805157A true GB805157A (en) 1958-12-03

Family

ID=10367976

Family Applications (1)

Application Number Title Priority Date Filing Date
GB34625/53A Expired GB805157A (en) 1953-12-11 1953-12-11 Process for the manufacture of 3:3:5-trimethyl-cyclohexanol

Country Status (1)

Country Link
GB (1) GB805157A (en)

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