GB1209909A - A long chain hydrocarbon ketone - Google Patents

A long chain hydrocarbon ketone

Info

Publication number
GB1209909A
GB1209909A GB2183870A GB2183870A GB1209909A GB 1209909 A GB1209909 A GB 1209909A GB 2183870 A GB2183870 A GB 2183870A GB 2183870 A GB2183870 A GB 2183870A GB 1209909 A GB1209909 A GB 1209909A
Authority
GB
United Kingdom
Prior art keywords
dien
ketone
ethylene ketal
wittig reagent
ethyl
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
GB2183870A
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.)
Zoecon Corp
Original Assignee
Zoecon Corp
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 Zoecon Corp filed Critical Zoecon Corp
Publication of GB1209909A publication Critical patent/GB1209909A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/38Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40Esters thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/16Preparation of halogenated hydrocarbons by replacement by halogens of hydroxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/20Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
    • C07C17/202Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
    • C07C17/208Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being MX
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/34Halogenated alcohols
    • C07C31/44Halogenated alcohols containing saturated rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/56Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
    • C07C45/59Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in five-membered rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation 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
    • C07C45/62Preparation 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 hydrogenation of carbon-to-carbon double or triple bonds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/203Unsaturated compounds containing keto groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/12Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/14Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by free hydroxyl radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/38Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D303/40Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
    • C07D303/42Acyclic compounds having a chain of seven or more carbon atoms, e.g. epoxidised fats
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/18Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/20Oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1,209,909. Unsaturated ketones. ZOECON CORP. 30 Aug., 1967 [24 Feb., 1967 (3)], No. 21838/70. Divided out of 1,209,902. Heading C2C. The novel compound 6-ethyl-10-methyldodeca-5,9-dien-2-one is obtained by a method analogous to that used to prepare 6,10-dimethyldodeca - 5,9 - dien - 2 - one and comprising reacting the ethylene ketal of 1-bromo-4-pentanone with triphenyl phosphine to obtain 4-ketopentylidenephosphorane, reacting this Wittig reagent with methyl ethyl ketone to prepare the ethylene ketal of 6-methyl-5-octen-2-one which is hydrolysed to the ketone and reacted with a second mol. of the Wittig reagent to obtain the ethylene ketal of 6,10-dimethyldodeca-5,9-dien- 2-one which yields the ketone on hydrolysis. 6 - Ethyl - 10 - dodeca - 5,9 - dien - 2 - one is obtained by substituting 1-bromo-4-hexanone in the preparation of the first-used Wittig reagent in the above process sequence.
GB2183870A 1966-09-15 1967-08-30 A long chain hydrocarbon ketone Expired GB1209909A (en)

Applications Claiming Priority (9)

Application Number Priority Date Filing Date Title
US57949066A 1966-09-15 1966-09-15
US59019566A 1966-10-28 1966-10-28
US59232466A 1966-11-07 1966-11-07
US59466466A 1966-11-16 1966-11-16
US60557866A 1966-12-29 1966-12-29
US60556666A 1966-12-29 1966-12-29
US61833967A 1967-02-24 1967-02-24
US61832167A 1967-02-24 1967-02-24
US61835167A 1967-12-24 1967-12-24

Publications (1)

Publication Number Publication Date
GB1209909A true GB1209909A (en) 1970-10-21

Family

ID=27578872

Family Applications (8)

Application Number Title Priority Date Filing Date
GB3960167A Expired GB1209902A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon phosphonates and processes for their preparation
GB5585868A Expired GB1209903A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon esters and acids and process for their production
GB1716770A Expired GB1209908A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon alcohols
GB2183870A Expired GB1209909A (en) 1966-09-15 1967-08-30 A long chain hydrocarbon ketone
GB3300469A Expired GB1209906A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon halides and process for their production
GB5585968A Expired GB1209904A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon alcohols and esters and ethers and process for their production
GB3314669A Expired GB1209907A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon amines and process for their production
GB5586068A Expired GB1209905A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon amides and process for their production

Family Applications Before (3)

Application Number Title Priority Date Filing Date
GB3960167A Expired GB1209902A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon phosphonates and processes for their preparation
GB5585868A Expired GB1209903A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon esters and acids and process for their production
GB1716770A Expired GB1209908A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon alcohols

Family Applications After (4)

Application Number Title Priority Date Filing Date
GB3300469A Expired GB1209906A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon halides and process for their production
GB5585968A Expired GB1209904A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon alcohols and esters and ethers and process for their production
GB3314669A Expired GB1209907A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon amines and process for their production
GB5586068A Expired GB1209905A (en) 1966-09-15 1967-08-30 Long chain hydrocarbon amides and process for their production

Country Status (5)

Country Link
CH (1) CH494728A (en)
DE (2) DE1618946A1 (en)
FR (1) FR1551052A (en)
GB (8) GB1209902A (en)
NL (1) NL6712568A (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU1648870A (en) * 1969-07-09 1971-12-23 Fmc Corporation Method of controlling insects and compostion therefor
CH569684A5 (en) * 1972-03-10 1975-11-28 Givaudan & Cie Sa
JPS52131507A (en) * 1976-04-24 1977-11-04 Sankyo Co Ltd Polyprenyl derivatives
CH625676A5 (en) * 1977-07-19 1981-10-15 Ciba Geigy Ag
US4230726A (en) * 1979-06-29 1980-10-28 The United States Of America As Represented By The Secretary Of Agriculture Control of parasitic mites with alkyl amines
US4456603A (en) * 1979-08-14 1984-06-26 Eisai Co., Ltd. Polyprenylcarboxylic acid amides useful for treating liver dysfunction
JPS57192342A (en) * 1981-05-18 1982-11-26 Nisshin Flour Milling Co Ltd Isoprenylamine derivative
CN113999096B (en) * 2021-11-29 2023-05-30 万华化学集团股份有限公司 Method for synthesizing 6-methyl-5-octene-2-ketone by condensation hydrogenation

Also Published As

Publication number Publication date
GB1209902A (en) 1970-10-21
GB1209908A (en) 1970-10-21
GB1209907A (en) 1970-10-21
GB1209905A (en) 1970-10-21
FR1551052A (en) 1968-11-18
NL6712568A (en) 1968-03-18
GB1209903A (en) 1970-10-21
GB1209906A (en) 1970-10-21
DE1618946A1 (en) 1972-06-08
DE1793729A1 (en) 1973-04-26
CH494728A (en) 1970-08-15
GB1209904A (en) 1970-10-21

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees