GB1061731A - Improvements in or relating to the preparation of irone - Google Patents

Improvements in or relating to the preparation of irone

Info

Publication number
GB1061731A
GB1061731A GB5620/64A GB562064A GB1061731A GB 1061731 A GB1061731 A GB 1061731A GB 5620/64 A GB5620/64 A GB 5620/64A GB 562064 A GB562064 A GB 562064A GB 1061731 A GB1061731 A GB 1061731A
Authority
GB
United Kingdom
Prior art keywords
irone
relating
preparation
h3po4
h2so4
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
GB5620/64A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB1061731A publication Critical patent/GB1061731A/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
    • C07C45/61—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
    • C07C45/69—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 addition to carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/14—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms
    • C07C403/16—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms not being part of —CHO groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/225—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/105—Saturated compounds containing keto groups bound to acyclic carbon atoms containing rings
    • C07C49/11—Saturated compounds containing keto groups bound to acyclic carbon atoms containing rings monocyclic
    • 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
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

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

Abstract

The invention comprises 1,1 - dimethyl - 2 - (3 - methyl - 7 - oxo - 3,5 - octadien - 1 - yl) - cyclopropane(I), this compound being made from pseudo-ionone as follows:- <FORM:1061731/C2/1> The required Zn(CH2I)2 is made by adding an ethereal solution of ZnI2, dropwise, to an ethereal solution of CH2N2. By treatment of I with an acidic reagent such as H3PO4, H3PO4-NaH2PO4, H2SO4, H2SO4-HOAc or BF3, it is converted to a mixture of irones.
GB5620/64A 1963-02-11 1964-02-11 Improvements in or relating to the preparation of irone Expired GB1061731A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH168163A CH424765A (en) 1963-02-11 1963-02-11 Process for the production of unsaturated ketones

Publications (1)

Publication Number Publication Date
GB1061731A true GB1061731A (en) 1967-03-15

Family

ID=44227830

Family Applications (2)

Application Number Title Priority Date Filing Date
GB5620/64A Expired GB1061731A (en) 1963-02-11 1964-02-11 Improvements in or relating to the preparation of irone
GB48314/66A Expired GB1061732A (en) 1963-02-11 1964-02-11 Improvements in or relating to cyclopropane derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB48314/66A Expired GB1061732A (en) 1963-02-11 1964-02-11 Improvements in or relating to cyclopropane derivatives

Country Status (5)

Country Link
CH (1) CH424765A (en)
DE (1) DE1267684B (en)
FR (1) FR1393451A (en)
GB (2) GB1061731A (en)
NL (1) NL6401153A (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5113021A (en) * 1989-09-21 1992-05-12 Givaudan Corporation Process for the manufacture of a mixture of α- and β-irone
US7342042B2 (en) 2001-12-19 2008-03-11 Flexitral, Inc. Lily of the valley aromachemicals
EP1705171A1 (en) * 2001-12-19 2006-09-27 Flexitral, Inc. Improved aromachemicals
JP2006506316A (en) * 2001-12-19 2006-02-23 フレキシトラル・インコーポレイテツド Improved fragrance
US7309795B2 (en) 2001-12-19 2007-12-18 Luca Turin Citral derivatives
US8790621B2 (en) 2010-04-12 2014-07-29 Iowa State University Research Foundation, Inc. Nanoparticles and nanoparticle compositions

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1080105B (en) * 1957-11-27 1960-04-21 Hoffmann La Roche Process for the production of ionone compounds unsaturated in the core

Also Published As

Publication number Publication date
FR1393451A (en) 1965-03-26
CH424765A (en) 1966-11-30
NL6401153A (en) 1964-08-12
GB1061732A (en) 1967-03-15
DE1267684B (en) 1968-05-09

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