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GB2008573A - Preparation of Carvone - Google Patents

Preparation of Carvone

Info

Publication number
GB2008573A
GB2008573A GB7840786A GB7840786A GB2008573A GB 2008573 A GB2008573 A GB 2008573A GB 7840786 A GB7840786 A GB 7840786A GB 7840786 A GB7840786 A GB 7840786A GB 2008573 A GB2008573 A GB 2008573A
Authority
GB
United Kingdom
Prior art keywords
hydroxy
carvone
methyl
preparation
limonene
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.)
Granted
Application number
GB7840786A
Other versions
GB2008573B (en
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 INT RESEARCH
Shell Internationale Research Maatschappij BV
Original Assignee
SHELL INT RESEARCH
Shell Internationale Research Maatschappij 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 SHELL INT RESEARCH, Shell Internationale Research Maatschappij BV filed Critical SHELL INT RESEARCH
Priority to GB7840786A priority Critical patent/GB2008573B/en
Publication of GB2008573A publication Critical patent/GB2008573A/en
Application granted granted Critical
Publication of GB2008573B publication Critical patent/GB2008573B/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
    • C07C49/743—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups having unsaturation outside the rings, e.g. humulones, lupulones
    • 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
    • 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
    • C07C45/65—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 splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
    • C07C45/66—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 splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/647—Unsaturated compounds containing a keto groups being part of a ring having unsaturation outside the ring

Landscapes

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

Abstract

Process for the preparation of carvone by heating 1-methyl-1-hydroxy -4-isopropenylcyclohexan-2- one at a temperature between 150 and 350 DEG C. The starting material may be obtained by reacting d-limonene with nitrosylsulphuric acid, hydrolysing the limonene nitrosulphate obtained to form 1-methyl-1-hydroxy-2-hydroxy- imino-4-isopropenyl-cyclohexane, and converting the latter compound into 1-methyl-1-hydroxy- 4-isopropenyl-cyclohexan-2-one.
GB7840786A 1977-10-19 1978-10-17 Preparation of carvone Expired GB2008573B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB7840786A GB2008573B (en) 1977-10-19 1978-10-17 Preparation of carvone

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB4349977 1977-10-19
GB7840786A GB2008573B (en) 1977-10-19 1978-10-17 Preparation of carvone

Publications (2)

Publication Number Publication Date
GB2008573A true GB2008573A (en) 1979-06-06
GB2008573B GB2008573B (en) 1982-02-03

Family

ID=26265172

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7840786A Expired GB2008573B (en) 1977-10-19 1978-10-17 Preparation of carvone

Country Status (1)

Country Link
GB (1) GB2008573B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0262533A3 (en) * 1986-09-25 1989-05-03 Basf Aktiengesellschaft Method for the production of alpha-, beta-unsaturated ketones
DE19722848A1 (en) * 1997-05-23 1998-11-26 Schering Ag Leukotriene B¶4¶ derivatives, especially Oximo LTB¶4¶ antagonists

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0262533A3 (en) * 1986-09-25 1989-05-03 Basf Aktiengesellschaft Method for the production of alpha-, beta-unsaturated ketones
US4885395A (en) * 1986-09-25 1989-12-05 Basf Aktiengsellschaft Preparation of alpha, beta-unsaturated ketones
DE19722848A1 (en) * 1997-05-23 1998-11-26 Schering Ag Leukotriene B¶4¶ derivatives, especially Oximo LTB¶4¶ antagonists

Also Published As

Publication number Publication date
GB2008573B (en) 1982-02-03

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee