GB1025438A - Process for producing alkylcyclohexanols - Google Patents

Process for producing alkylcyclohexanols

Info

Publication number
GB1025438A
GB1025438A GB37611/64A GB3761164A GB1025438A GB 1025438 A GB1025438 A GB 1025438A GB 37611/64 A GB37611/64 A GB 37611/64A GB 3761164 A GB3761164 A GB 3761164A GB 1025438 A GB1025438 A GB 1025438A
Authority
GB
United Kingdom
Prior art keywords
alkylphenol
alkylcyclohexanols
hydrogenated
petroleum ether
commercial
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
GB37611/64A
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.)
GAF Chemicals Corp
Original Assignee
General Aniline and Film Corp
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 General Aniline and Film Corp filed Critical General Aniline and Film Corp
Publication of GB1025438A publication Critical patent/GB1025438A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/13—Monohydroxylic alcohols containing saturated rings
    • C07C31/133—Monohydroxylic alcohols containing saturated rings monocyclic
    • C07C31/135—Monohydroxylic alcohols containing saturated rings monocyclic with a five or six-membered rings; Naphthenic alcohols
    • C07C31/1355—Monohydroxylic alcohols containing saturated rings monocyclic with a five or six-membered rings; Naphthenic alcohols with a six-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/18—Monohydroxylic alcohols containing only six-membered aromatic rings as cyclic part
    • C07C33/20—Monohydroxylic alcohols containing only six-membered aromatic rings as cyclic part monocyclic
    • 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

Landscapes

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

Abstract

A process for producing alkylcyclohexanols in which an alkylphenol, e.g. 2,3- or 4-alkylphenol or 2,3- or 2,4-dialkylphenol, having at least 10 carbon atoms per molecule is contacted in a reaction zone with a hydrogenation catalyst at a temperature between about 150 DEG and 200 DEG C. under a partial pressure of hydrogen between 200 and 3000 p.s.i.g., comprises effecting the contacting step in the presence of an amount of hydrogenated petroleum ether, e.g. commercial normal heptane or isoheptane, which improves the catalyst life, suppresses the formation of the undesired by-products and permits recovery of alkylcyclohexanols from the reaction mixture. The petroleum ether may be a mixture of aliphatic hydrocarbons boiling from 20 DEG to 110 DEG C. used in an amount of 25 to 60% based on the weight of alkylphenol. Petroleum ether recovered from the process may be reused. In an example, commercial 4-nonylphenol, hydrogenated commercial heptane as solvent and nickel catalyst were mixed and hydrogenated at 175 DEG C. and 1600 p.s.i.g. to yield nonylcyclohexanol. Other examples are given.
GB37611/64A 1963-09-16 1964-09-15 Process for producing alkylcyclohexanols Expired GB1025438A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US30928663A 1963-09-16 1963-09-16

Publications (1)

Publication Number Publication Date
GB1025438A true GB1025438A (en) 1966-04-06

Family

ID=23197545

Family Applications (1)

Application Number Title Priority Date Filing Date
GB37611/64A Expired GB1025438A (en) 1963-09-16 1964-09-15 Process for producing alkylcyclohexanols

Country Status (1)

Country Link
GB (1) GB1025438A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0005196A1 (en) * 1978-05-05 1979-11-14 BASF Aktiengesellschaft Octylcyclohexane derivatives, their preparation and their use as perfuming agents

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0005196A1 (en) * 1978-05-05 1979-11-14 BASF Aktiengesellschaft Octylcyclohexane derivatives, their preparation and their use as perfuming agents

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