GB909941A - Condensation of ketones to prepare higher molecular weight ketones - Google Patents

Condensation of ketones to prepare higher molecular weight ketones

Info

Publication number
GB909941A
GB909941A GB2425660A GB2425660A GB909941A GB 909941 A GB909941 A GB 909941A GB 2425660 A GB2425660 A GB 2425660A GB 2425660 A GB2425660 A GB 2425660A GB 909941 A GB909941 A GB 909941A
Authority
GB
United Kingdom
Prior art keywords
ketones
oxide
ketone
group
catalyst
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
GB2425660A
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.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
Esso Research and Engineering 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 Exxon Research and Engineering Co, Esso Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of GB909941A publication Critical patent/GB909941A/en
Expired legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/06—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of zinc, cadmium or mercury
    • 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)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

Catalysts suitable for converting C3-C6 ketones to higher ketones comprise 70-84% (by weight) of a Group II(a) metal oxide (Zn, Cd or Hg) and 16-30% of a Group IV (a) metal oxide (Ti, Zr or Hf). The catalyst is preferably supported on an inert carrier such as brass turning, metallic chips, pumice, porcelain, g -alumina or calcined coke. The preferred catalysts are those containing 80-84% of zinc oxide and 16-20% of zirconium oxide.ALSO:Higher molecular weight ketones are made by contacting at an elevated temperature an acyclic C3-C6 ketone with a catalyst comprising 70-84% (by weight) of a Group IIb metal oxide and 16-30% of a Group IVa (titanium sub-group) metal oxide. The catalyst is preferably supported, for example on brass turnings, metallic chips, pumice, porcelain, g -alumina or calcined coke. The preferred temperature range for carrying out the process is 780-850 DEG F. and the preferred pressures are from atmospheric to 5 atmospheres. An improved yield is obtained if hydrogen is introduced into the reaction mixture. The preferred catalyst is one containing 80-84% of zinc oxide and 16-20% of zirconium oxide. Suitable starting ketones are, for example, methylethyl ketone, methylpropyl ketone and methylisopropyl ketone. In the examples acetone is converted to mesityl oxide with some methyl isobutyl ketone, higher ketones, phorone and isophorone. The mesityl oxide may be catalytically hydrogenated to give methyl isobutyl ketone.
GB2425660A 1959-09-15 1960-07-12 Condensation of ketones to prepare higher molecular weight ketones Expired GB909941A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US84002259A 1959-09-15 1959-09-15

Publications (1)

Publication Number Publication Date
GB909941A true GB909941A (en) 1962-11-07

Family

ID=25281260

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2425660A Expired GB909941A (en) 1959-09-15 1960-07-12 Condensation of ketones to prepare higher molecular weight ketones

Country Status (3)

Country Link
BE (1) BE595084A (en)
DE (1) DE1210805B (en)
GB (1) GB909941A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1232942B (en) * 1963-10-30 1967-01-26 Distillers Co Yeast Ltd Process for the production of higher ketones
FR2156246A1 (en) * 1971-10-13 1973-05-25 Basf Ag
US4535187A (en) * 1983-12-21 1985-08-13 Union Carbide Corporation Preparation of isophorone and mesityl oxide from acetone
EP1103538A1 (en) * 1999-11-24 2001-05-30 Oxeno Olefinchemie GmbH Process for carrying out aldolcondensations

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE908018C (en) * 1942-04-26 1954-04-01 Dortmunder Paraffinwerke Ges M Process for the catalytic conversion of acetone

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1232942B (en) * 1963-10-30 1967-01-26 Distillers Co Yeast Ltd Process for the production of higher ketones
FR2156246A1 (en) * 1971-10-13 1973-05-25 Basf Ag
US4535187A (en) * 1983-12-21 1985-08-13 Union Carbide Corporation Preparation of isophorone and mesityl oxide from acetone
EP1103538A1 (en) * 1999-11-24 2001-05-30 Oxeno Olefinchemie GmbH Process for carrying out aldolcondensations
SG90201A1 (en) * 1999-11-24 2002-07-23 Oxeno Olefinchemie Gmbh Process for carrying out aldol condensations
KR100622288B1 (en) * 1999-11-24 2006-09-11 옥세노 올레핀케미 게엠베하 Process for carrying out aldol condensations

Also Published As

Publication number Publication date
BE595084A (en) 1961-03-15
DE1210805B (en) 1966-02-17

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