GB767093A - Process for the production of ketones from secondary alcohols - Google Patents

Process for the production of ketones from secondary alcohols

Info

Publication number
GB767093A
GB767093A GB24850/52A GB2485052A GB767093A GB 767093 A GB767093 A GB 767093A GB 24850/52 A GB24850/52 A GB 24850/52A GB 2485052 A GB2485052 A GB 2485052A GB 767093 A GB767093 A GB 767093A
Authority
GB
United Kingdom
Prior art keywords
catalyst
ketone
alcohol
reaction
substance
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
GB24850/52A
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.)
IFP Energies Nouvelles IFPEN
Original Assignee
IFP Energies Nouvelles IFPEN
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 IFP Energies Nouvelles IFPEN filed Critical IFP Energies Nouvelles IFPEN
Publication of GB767093A publication Critical patent/GB767093A/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
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/143—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
    • C07C29/145—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones with hydrogen or hydrogen-containing gases
    • 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
    • C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
    • 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
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/002—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by dehydrogenation
    • 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
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C45/82—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385—Saturated compounds containing a keto group being part of a ring
    • C07C49/403—Saturated compounds containing a keto group being part of a ring of a six-membered ring
    • 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

Abstract

<PICT:0767093/IV(b)/1> A ketone is obtained by dehydrogenation of the corresponding secondary alcohol in the presence of a dehydrogenation catalyst, the reaction being carried out in the liquid phase in the presence of a substance having a boiling point higher than the boiling point of the alcohol under the pressure employed, a coefficient of adsorption on the catalyst lower than the coefficient of adsorption of the alcohol on the catalyst and which is inert under the conditions of the reaction, and with continuous removal from the reaction mixture, by fractional distillation, of the hydrogen and ketone formed. Specified inert substances are saturated hydrocarbons, e.g. heavy naphthenic hydrocarbons such as tetradecahydroanthracene, heavy paraffins such as triacontane and naphthenic hydrocarbons having a paraffinic side chain, e.g. hexadecyl decahydronaphthalene; also mixtures of such substances, e.g. those present in tars resulting from the hydrogenation of coal, coal tars or petroleum bottoms. Specified dehydrogenation catalysts are Raney nickel and Raney copper. In the Figure the alcohol is introduced at A into the reactor E provided with means for agitation, temperature regulating means and level-regulating means and the catalyst and the insert substance are also introduced into the reactor which has mounted thereon or leads to a rectification apparatus F, e.g. a distillation column. The ketone vapours are condensed at G and withdrawn at I, hydrogen being withdrawn at M whilst part of the ketone may be returned to the column as reflux. Examples are given for the production of acetone from isopropyl alcohol, methyl ethyl ketone from 2-butanol, and cyclohexanone from cyclohexanol, the reaction being carried out in each case in the presence of Raney nickel as catalyst and of tetradecahydroanthracene as inert substance.
GB24850/52A 1951-10-08 1952-10-03 Process for the production of ketones from secondary alcohols Expired GB767093A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR767093X 1951-10-08

Publications (1)

Publication Number Publication Date
GB767093A true GB767093A (en) 1957-01-30

Family

ID=9183697

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24850/52A Expired GB767093A (en) 1951-10-08 1952-10-03 Process for the production of ketones from secondary alcohols

Country Status (1)

Country Link
GB (1) GB767093A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2944083A (en) * 1960-07-05 Manufacture of methylethylketone
DE1244175B (en) * 1960-08-04 1967-07-13 Stamicarbon Process for the simultaneous production of cyclohexanone and cyclohexene

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2944083A (en) * 1960-07-05 Manufacture of methylethylketone
DE1244175B (en) * 1960-08-04 1967-07-13 Stamicarbon Process for the simultaneous production of cyclohexanone and cyclohexene

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