GB1107292A - The preparation of ªŠ-caprolactone - Google Patents

The preparation of ªŠ-caprolactone

Info

Publication number
GB1107292A
GB1107292A GB445566A GB445566A GB1107292A GB 1107292 A GB1107292 A GB 1107292A GB 445566 A GB445566 A GB 445566A GB 445566 A GB445566 A GB 445566A GB 1107292 A GB1107292 A GB 1107292A
Authority
GB
United Kingdom
Prior art keywords
cyclohexanone
benzoic acid
caprolactone
oxidation zone
mixture
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
GB445566A
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.)
Stamicarbon BV
Original Assignee
Stamicarbon 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 Stamicarbon BV filed Critical Stamicarbon BV
Publication of GB1107292A publication Critical patent/GB1107292A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D315/00Heterocyclic compounds containing rings having one oxygen atom as the only ring hetero atom according to more than one of groups C07D303/00 - C07D313/00

Landscapes

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

Abstract

e -Caprolactone is prepared by feeding benzaldehyde to an oxidation zone containing cyclohexanone, oxidizing the mixture in the liquid phase by the action of molecular oxygen, recovering e -caprolactone and benzoic acid from the oxidation zone, converting the benzoic acid to cyclohexanone, and recycling the cyclohexanone thus produced to the oxidation zone. The temperature should be kept below 100 DEG C., preferably between 20 DEG and 50 DEG C. Suitable catalysts for the oxidation process are compounds of the metals of the Pt or Pd groups or compounds of other metals, e.g. Co, Mn, V, Zr, Al, Sb, Be, Fe or Cu. Suitable solvents for the liquid reaction mixture are hydrocarbons, chlorinated hydrocarbons and esters. In the example cobalt naphthenate is used. The benzoic acid was converted in the presence of cupric benzoate and magnesium oxide to phenol which was then converted to cyclohexanone by passing a mixture of phenol vapour, nitrogen and hydrogen over a catalyst consisting of palladium on aluminium oxide.
GB445566A 1965-02-03 1966-02-01 The preparation of ªŠ-caprolactone Expired GB1107292A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL6501332A NL6501332A (en) 1965-02-03 1965-02-03

Publications (1)

Publication Number Publication Date
GB1107292A true GB1107292A (en) 1968-03-27

Family

ID=19792261

Family Applications (1)

Application Number Title Priority Date Filing Date
GB445566A Expired GB1107292A (en) 1965-02-03 1966-02-01 The preparation of ªŠ-caprolactone

Country Status (7)

Country Link
AT (1) AT266809B (en)
BE (1) BE675886A (en)
CH (1) CH474504A (en)
ES (1) ES322527A1 (en)
GB (1) GB1107292A (en)
IL (1) IL25068A (en)
NL (1) NL6501332A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0569098A2 (en) * 1992-05-07 1993-11-10 Dsm N.V. Conversion of cycloalkanone into lactone
CN115445601A (en) * 2022-08-15 2022-12-09 南京工业大学 Load type SiO 2 @M x O y -TiO 2 Catalyst, preparation method and application thereof

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0569098A2 (en) * 1992-05-07 1993-11-10 Dsm N.V. Conversion of cycloalkanone into lactone
EP0569098A3 (en) * 1992-05-07 1994-02-09 Dsm N.V. Conversion of cycloalkanone into lactone
CN115445601A (en) * 2022-08-15 2022-12-09 南京工业大学 Load type SiO 2 @M x O y -TiO 2 Catalyst, preparation method and application thereof
CN115445601B (en) * 2022-08-15 2023-12-29 南京工业大学 Load type SiO 2 @M x O y -TiO 2 Catalyst, preparation method and application thereof

Also Published As

Publication number Publication date
ES322527A1 (en) 1966-11-16
AT266809B (en) 1968-12-10
CH474504A (en) 1969-06-30
IL25068A (en) 1969-05-28
BE675886A (en) 1966-08-01
NL6501332A (en) 1966-08-04

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