GB1128089A - Process for the oxidation of cycloalkanes - Google Patents

Process for the oxidation of cycloalkanes

Info

Publication number
GB1128089A
GB1128089A GB54739/66A GB5473966A GB1128089A GB 1128089 A GB1128089 A GB 1128089A GB 54739/66 A GB54739/66 A GB 54739/66A GB 5473966 A GB5473966 A GB 5473966A GB 1128089 A GB1128089 A GB 1128089A
Authority
GB
United Kingdom
Prior art keywords
organoperoxy
tri
oxidation
carbon atoms
alkyl
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
GB54739/66A
Inventor
Jean-Claude Brunie
Noel Crenne
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.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
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 Rhone Poulenc SA filed Critical Rhone Poulenc SA
Publication of GB1128089A publication Critical patent/GB1128089A/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
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
    • 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
    • C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
    • 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
    • C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
    • C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
    • C07C29/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only in the presence of mineral boron compounds with, when necessary, hydrolysis of the intermediate formed
    • 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

Landscapes

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

Abstract

1,128,089. Oxidation of cycloalkanes; tri- (organoperoxy) boranes. RHONE-POULENC S.A. 7 Dec., 1966 [10 Dec., 1965], No. 54739/66. Heading C2C. A cycloalkanol and a cycloalkane are obtained by heating a cycloalkane having 6-12 ring atoms with a tri-(organoperoxy) borane of formula B(OOR<SP>1</SP>) 3 , in which R<SP>1</SP> is a monovalent hydrocarbon radical containing at least 4 carbon atoms. The reaction is preferably carried out at 120-180‹ C. in the presence of an alkyl orthoborate in which the alkyl group has 1-4 carbon atoms. The tri-(organoperoxy) boranes may be obtained by reacting the corresponding organic hydroperoxide with a lower alkyl orthoborate as follows: 3R<SP>1</SP>OOH + B(OR<SP>11</SP>) 3 -# B(OOR<SP>1</SP>) 3 +3R<SP>11</SP>OH in which R<SP>1</SP> is as defined above and R<SP>11</SP> is an aliphatic radical having 1-4 carbon atoms. The reaction may be carried out in an excess of the alkyl borate or an inert solvent. Examples are given of the oxidation of cyclohexane to cyclohexanol and cyclohexanone.
GB54739/66A 1965-12-10 1966-12-07 Process for the oxidation of cycloalkanes Expired GB1128089A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR41807A FR1466528A (en) 1965-12-10 1965-12-10 Cycloalkane oxidation process

Publications (1)

Publication Number Publication Date
GB1128089A true GB1128089A (en) 1968-09-25

Family

ID=8595136

Family Applications (1)

Application Number Title Priority Date Filing Date
GB54739/66A Expired GB1128089A (en) 1965-12-10 1966-12-07 Process for the oxidation of cycloalkanes

Country Status (8)

Country Link
US (1) US3479394A (en)
AT (1) AT266072B (en)
BE (1) BE690989A (en)
DE (1) DE1593343B1 (en)
FR (1) FR1466528A (en)
GB (1) GB1128089A (en)
LU (1) LU52547A1 (en)
NL (1) NL6617026A (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2953154B1 (en) 2009-11-30 2013-07-12 Rhodia Operations PROCESS FOR PREPARING A DEPEROXIDATION CATALYST
FR2954314B1 (en) 2009-12-17 2012-01-27 Rhodia Operations PROCESS FOR HYDROCARBON OXIDATION BY OXYGEN
FR2955322B1 (en) 2010-01-21 2013-09-06 Rhodia Operations PROCESS FOR PRODUCING ALKYL HYDROPEROXIDE
FR2955321B1 (en) 2010-01-21 2012-02-10 Rhodia Operations PROCESS FOR HYDROCARBON OXIDATION
CN114845983A (en) 2019-12-18 2022-08-02 巴斯夫欧洲公司 Process for preparing cyclohexanol and cyclohexanone

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB892723A (en) * 1959-11-04 1962-03-28 Distillers Co Yeast Ltd Production of alkanols
LU41564A1 (en) * 1961-04-27 1963-10-17
FR1346607A (en) * 1963-01-15 1963-12-20 Stamicarbon Manufacture of cyclic alcohols
FR1361232A (en) * 1963-06-28 1964-05-15 Ici Ltd Process for the catalytic oxidation of hydrocarbons

Also Published As

Publication number Publication date
NL6617026A (en) 1967-06-12
AT266072B (en) 1968-11-11
LU52547A1 (en) 1967-02-09
FR1466528A (en) 1967-01-20
DE1593343B1 (en) 1971-09-16
BE690989A (en) 1967-06-09
US3479394A (en) 1969-11-18

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