GB701098A - Manufacture of 1:1:3-trimethylcyclohexanone-5 - Google Patents

Manufacture of 1:1:3-trimethylcyclohexanone-5

Info

Publication number
GB701098A
GB701098A GB10368/50A GB1036850A GB701098A GB 701098 A GB701098 A GB 701098A GB 10368/50 A GB10368/50 A GB 10368/50A GB 1036850 A GB1036850 A GB 1036850A GB 701098 A GB701098 A GB 701098A
Authority
GB
United Kingdom
Prior art keywords
trimethylcyclohexanone
trimethylcyclohexanol
oxidation
catalyst
zinc oxide
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
GB10368/50A
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.)
Distillers Co Yeast Ltd
Distillers Co Ltd
Original Assignee
Distillers Co Yeast Ltd
Distillers Co 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 Distillers Co Yeast Ltd, Distillers Co Ltd filed Critical Distillers Co Yeast Ltd
Priority to GB10368/50A priority Critical patent/GB701098A/en
Publication of GB701098A publication Critical patent/GB701098A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C33/05—Alcohols containing rings other than six-membered aromatic rings
    • C07C33/14—Alcohols containing rings other than six-membered aromatic rings containing six-membered rings
    • 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
    • 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)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A process for the preparation of 1 : 1 : 3-trimethylcyclohexanone-5 comprises condensing isopropyl alcohol in the liquid phase in the presence of an alkali metal hydroxide by heating to a temperature in excess of 150 DEG C. (in the manner described in Specification 701,093) and oxidizing the 1 : 1 : 3-trimethylcyclohexanol-5 thus produced to 1 : 1 : 3-trimethylcyclohexanone-5. The 1 : 1 : 3-trimethylcyclohexanol-5 may be isolated from the first reaction mixture before oxidation. The oxidation may be effected chemically, e.g. with chromic acid, or catalytically, e.g. in the vapour phase with a zinc oxide or copper catalyst or in the liquid phase with a Raney nickel catalyst. The ketone may be pyrolised to 1 : 3-xylenol-5. In examples, 1 : 1 : 3-trimethylcyclohexanol-5 obtained by several speccific methods described in Specification 701,093 is converted to 1 : 1 : 3-trimethylcyclohexanone-5 by dehydrogenation (1) in admixture with water over zinc oxide at 380 DEG C., (3) and (4) over a copper on kieselguhr catalyst, or by oxidation (2) with chromic acid in glacial acetic acid.
GB10368/50A 1949-05-06 1949-05-06 Manufacture of 1:1:3-trimethylcyclohexanone-5 Expired GB701098A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB10368/50A GB701098A (en) 1949-05-06 1949-05-06 Manufacture of 1:1:3-trimethylcyclohexanone-5

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB10368/50A GB701098A (en) 1949-05-06 1949-05-06 Manufacture of 1:1:3-trimethylcyclohexanone-5

Publications (1)

Publication Number Publication Date
GB701098A true GB701098A (en) 1953-12-16

Family

ID=9966558

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10368/50A Expired GB701098A (en) 1949-05-06 1949-05-06 Manufacture of 1:1:3-trimethylcyclohexanone-5

Country Status (1)

Country Link
GB (1) GB701098A (en)

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