GB1103706A - Aliphatic carboxylic acids and their preparation - Google Patents

Aliphatic carboxylic acids and their preparation

Info

Publication number
GB1103706A
GB1103706A GB1964666A GB1964666A GB1103706A GB 1103706 A GB1103706 A GB 1103706A GB 1964666 A GB1964666 A GB 1964666A GB 1964666 A GB1964666 A GB 1964666A GB 1103706 A GB1103706 A GB 1103706A
Authority
GB
United Kingdom
Prior art keywords
alkali metal
dione
dialkyl
oxoalkyl
preparation
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
GB1964666A
Inventor
Krishnasastri Aghoramurthy
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Priority to GB1964666A priority Critical patent/GB1103706A/en
Publication of GB1103706A publication Critical patent/GB1103706A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C53/00Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
    • C07C53/126Acids containing more than four carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation 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
    • C07C45/67Preparation 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 isomerisation; by change of size of the carbon skeleton
    • C07C45/68Preparation 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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72Preparation 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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation 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
    • C07C45/67Preparation 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 isomerisation; by change of size of the carbon skeleton
    • C07C45/68Preparation 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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72Preparation 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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/73Preparation 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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with hydrogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385Saturated compounds containing a keto group being part of a ring
    • C07C49/403Saturated compounds containing a keto group being part of a ring of a six-membered ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

3,3-Dialkylalkanoic acids (containing at least 10 C) are prepared by heating a 1,1-dialkyl-4-(31-oxoalkyl) cyclohexane-3,5-dione (the 31-oxoalkyl radical containing not less than 3 C) with hydrazine in the presence of an alkali metal hydroxide and an organic hydroxylic solvent to give an alkali metal salt of 3,3-dialkyl-5,9-dioxoalkanoic acid dihydrazone, heating to 180 DEG to 250 DEG C. to convert to the alkali metal salt of the 3,3-dialkylalkanoic acid and acidifying. 31-oxobutyl, 31-oxotetradecyl, 31-oxotetrapentyl and 31-oxotetracontyl are mentioned as suitable radicals and octyl alcohol, mono-, di-, and tri-ethylene glycol and glycerol may be the hydroxylic solvents. Examples describe the preparation of 3,3-dimethyldecanoic, 3,3-dimethylundecanoic, and 3,3-dimethyleicosanic acids. The 1,1-dialkyl-4-(31-oxoalkyl) cyclohexane-3, 5-dione may be prepared by contacting a 1,1-dialkylcyclohexane-3,5-dione with an alkyl vinyl ketone or a 2-chloroethyl alkyl ketone in the presence of an alkali metal hydroxide or a trialkylamine and examples are given.
GB1964666A 1966-05-04 1966-05-04 Aliphatic carboxylic acids and their preparation Expired GB1103706A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1964666A GB1103706A (en) 1966-05-04 1966-05-04 Aliphatic carboxylic acids and their preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1964666A GB1103706A (en) 1966-05-04 1966-05-04 Aliphatic carboxylic acids and their preparation

Publications (1)

Publication Number Publication Date
GB1103706A true GB1103706A (en) 1968-02-21

Family

ID=10132822

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1964666A Expired GB1103706A (en) 1966-05-04 1966-05-04 Aliphatic carboxylic acids and their preparation

Country Status (1)

Country Link
GB (1) GB1103706A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0064021A1 (en) * 1981-04-23 1982-11-03 The Goodyear Tire & Rubber Company Method for synthesis of long-chain carboxylic acids and alcohols

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0064021A1 (en) * 1981-04-23 1982-11-03 The Goodyear Tire & Rubber Company Method for synthesis of long-chain carboxylic acids and alcohols

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