GB975592A - Diketones - Google Patents

Diketones

Info

Publication number
GB975592A
GB975592A GB24847/64A GB2484764A GB975592A GB 975592 A GB975592 A GB 975592A GB 24847/64 A GB24847/64 A GB 24847/64A GB 2484764 A GB2484764 A GB 2484764A GB 975592 A GB975592 A GB 975592A
Authority
GB
United Kingdom
Prior art keywords
alkylcyclopentane
trione
dione
ethyl
diketones
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
GB24847/64A
Inventor
Gordon Alan Hughes
Herchel Smith
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
Priority claimed from GB32620/59A external-priority patent/GB975593A/en
Priority claimed from GB40557/60A external-priority patent/GB975594A/en
Publication of GB975592A publication Critical patent/GB975592A/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
    • C07C45/65—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
    • 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
    • C07C45/673—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 change of size of the carbon skeleton
    • 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
    • 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
    • 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
    • C07C45/72—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 reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • 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
    • C07C45/72—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 reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/73—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 reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with hydrogenation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385—Saturated compounds containing a keto group being part of a ring
    • C07C49/395—Saturated compounds containing a keto group being part of a ring of a five-membered ring
    • 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
    • C07C49/657—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings
    • 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
    • C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
    • 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
    • C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring 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)
  • Steroid Compounds (AREA)

Abstract

The invention comprises 2-C2-5-alkylcyclopentane-1 3-diones and a process for preparing them by replacing the 4-keto group of the corresponding 2-alkylcyclopentane-1, 3, 4-trione by hydrogen e.g. by forming the 4-monosemicarbazone of the latter and heating it with KOH in ethylene glycol. Example 1 describes the preparation of 2-ethylcyclopentane-1, 3-dione. In Example 2 ethyl 4-isopropyl-2, 3, 5-trioxocyclopentyl glyoxalate, from methyl isobutyl ketone and ethyl oxalate, is converted to 2-isopropylcyclopentane-1, 3, 4-trione and then via the semicarbazone of the latter to the corresponding 1, 3-dione.
GB24847/64A 1959-09-25 1959-09-25 Diketones Expired GB975592A (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
GB32620/59A GB975593A (en) 1959-09-25 1959-09-25 Substituted phenylhexanones of use as intermediates in steroid synthesis
GB589760 1960-02-19
GB40557/60A GB975594A (en) 1959-09-25 1960-11-25 Substituted octalinones and tetrahydro-indanones of use as intermediates in steroid synthesis
GB4055960 1960-11-25
GB4055860 1960-11-25

Publications (1)

Publication Number Publication Date
GB975592A true GB975592A (en) 1964-11-18

Family

ID=41328907

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24847/64A Expired GB975592A (en) 1959-09-25 1959-09-25 Diketones

Country Status (3)

Country Link
DE (1) DE1618942B2 (en)
GB (1) GB975592A (en)
SE (1) SE358146B (en)

Also Published As

Publication number Publication date
SE358146B (en) 1973-07-23
DE1618942B2 (en) 1973-08-02
DE1618942A1 (en) 1971-04-29
DE1618942C3 (en) 1974-03-14

Similar Documents

Publication Publication Date Title
GB975592A (en) Diketones
GB945518A (en) Improvements in or relating to steroid syntheses
GB1035684A (en) Novel estrane derivatives, and processes for their preparation
GB1038346A (en) Processes for preparing 2-alkyl-cyclopentane derivatives, and the derivatives thus prepared
CH388294A (en) Process for the preparation of compounds of the 1,4-bis (p-carboxystyryl) -benzene series
GB867605A (en) Improvements in or relating to transformers
JPS5268115A (en) Preparation of unsaturated ketones
CA530549A (en) PROCESS FOR THE PREPARATION OF DIENE ADDUCTS COMPRISING CONVERTING AN .alpha.-.beta. UNSATURATED CARBONYL COMPOUND
GB963269A (en) Production of ketones and secondary alkanols
GB976831A (en) The manufacture of zeaxanthin dimethyl ether and 15,15-dehydro-zeaxanthin dimethyl ether
GB985497A (en) Process for stabilising ketonic compounds
GB953500A (en) Process for the production of linalool
GB1023856A (en) Method for purifying aqueous solutions of methylbutynol
GB849135A (en) Dehydrogenation of alicyclic alcohols
GB986202A (en) Process for preparing 4,4-diisoamyloxythiocarbanilide and product obtained
GB938346A (en) Hydrogenation of butyne-2-diol, 1, 4 to butene-2-diol, 1, 4
GB1058419A (en) 1-Formyl Desacetylamino Colchicine Oxime
GB993299A (en) Process for the preparation of ninhydrin
CA592101A (en) Process for the hydrogenation of unsaturated ketones
GB1189174A (en) Production of Alkenones
CA568455A (en) Process of producing polyhydric alcohol ethers, etc., from hemiformals and carbonyl compounds
GB738828A (en) Improvements in or relating to the manufacture of steroid compounds
JPS52113911A (en) Preparation of formic acid
JPS51145913A (en) Taking out and filling up process of heat insulating materials from or to oxygen tank container
CA573399A (en) Oxidation process for obtaining cyclohexanone oximes