GB583863A - Production of isophorone and homo-isophorones - Google Patents

Production of isophorone and homo-isophorones

Info

Publication number
GB583863A
GB583863A GB60/44A GB6044A GB583863A GB 583863 A GB583863 A GB 583863A GB 60/44 A GB60/44 A GB 60/44A GB 6044 A GB6044 A GB 6044A GB 583863 A GB583863 A GB 583863A
Authority
GB
United Kingdom
Prior art keywords
ketone
organic phase
reaction
isophorone
ketones
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
GB60/44A
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 Development Co
Original Assignee
Shell Development Co
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 Development Co filed Critical Shell Development Co
Publication of GB583863A publication Critical patent/GB583863A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C45/67—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 isomerisation; by change of size of the carbon skeleton
    • C07C45/68—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—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 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
    • C07C45/74—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 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 dehydration

Landscapes

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

Abstract

Isophorone or homoisophorones are prepared from saturated ketones containing 3 to 5 carbon atoms by reaction with a dilute aqueous solution of an alkali metal hydroxide at a temperature between 135 DEG C. and the critical temperature of the ketone and at a pressure sufficient to prevent the reactants from boiling, continuously withdrawing part of the organic phase from the reaction zone and maintaining the alkali concentration at a constant value between about 15 per cent and 35 per cent by weight. Some water is removed from the reaction mixture with the organic phase; when acetone is the reactant it is necessary to add water to the feed, in order to maintain the alkali concentration constant, while with higher ketones it may be necessary to concentrate the separated alkali before recycling or to add an inert lower alcohol to the feed to increase the solubility of water in the organic phase. In the examples, acetone is condensed in the presence of dilute aqueous sodium hydroxide or potassium hydroxide and the product is distilled giving mesityl oxide, diacetone alcohol, isophorone and higher boiling products. Lithium, rubidium or caesium hydroxide may be used and the reactants are mixed, e.g. by means of a turbo mixer or revolving paddles. Other ketones which may be used for the reaction are methyl ethyl ketone, methyl propyl ketone, diethyl ketone and methyl-isopropyl ketone.
GB60/44A 1943-01-28 1944-01-03 Production of isophorone and homo-isophorones Expired GB583863A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US474060A US2399976A (en) 1943-01-28 1943-01-28 Production of isophorone and related products

Publications (1)

Publication Number Publication Date
GB583863A true GB583863A (en) 1947-01-01

Family

ID=23882024

Family Applications (1)

Application Number Title Priority Date Filing Date
GB60/44A Expired GB583863A (en) 1943-01-28 1944-01-03 Production of isophorone and homo-isophorones

Country Status (4)

Country Link
US (1) US2399976A (en)
DE (1) DE840842C (en)
FR (1) FR941124A (en)
GB (1) GB583863A (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2968677A (en) * 1961-01-17 Purification of isophorone
US2883429A (en) * 1959-04-21 diethoxy-j
US2566564A (en) * 1946-09-10 1951-09-04 Distillers Co Yeast Ltd Process for the manufacture of isophorone and homo-isophorones
DE1095818B (en) * 1958-09-15 1960-12-29 Bergwerksgesellschaft Hibernia Process for the production of isophorone
US4165339A (en) * 1976-02-12 1979-08-21 Union Carbide Corporation Catalytic aldol condensations
FR2745566B1 (en) * 1996-02-29 1998-04-24 Atochem Elf Sa PROCESS FOR OBTAINING ISOPHORONE
DE102010062603A1 (en) 2010-12-08 2012-06-14 Evonik Degussa Gmbh Process for the preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine
DE102010062587A1 (en) 2010-12-08 2012-06-14 Evonik Degussa Gmbh Process for the preparation of isophorone
DE102011075777A1 (en) 2011-05-13 2012-11-15 Evonik Degussa Gmbh Process for the preparation of isophorone in the presence of at least one defoamer in the wastewater column in the workup part
FR3143600A1 (en) 2022-12-19 2024-06-21 Arkema France Process for the synthesis of isophorone in the liquid phase with recycling of the alkaline catalyst by electrodialysis
FR3143601A1 (en) 2022-12-19 2024-06-21 Arkema France Process for the synthesis of isophorone in liquid phase with recycling of by-products

Also Published As

Publication number Publication date
US2399976A (en) 1946-05-07
FR941124A (en) 1948-01-03
DE840842C (en) 1952-06-05

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