GB960003A - Process for condensing an aldehyde with a compound containing at least two active hydrogen atoms on the same carbon atom - Google Patents

Process for condensing an aldehyde with a compound containing at least two active hydrogen atoms on the same carbon atom

Info

Publication number
GB960003A
GB960003A GB29055/60A GB2905560A GB960003A GB 960003 A GB960003 A GB 960003A GB 29055/60 A GB29055/60 A GB 29055/60A GB 2905560 A GB2905560 A GB 2905560A GB 960003 A GB960003 A GB 960003A
Authority
GB
United Kingdom
Prior art keywords
aldehyde
hydrogen atoms
condensing
active hydrogen
acrolein
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
GB29055/60A
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.)
Gulf Research and Development Co
Original Assignee
Gulf Research and Development Co
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 Gulf Research and Development Co filed Critical Gulf Research and Development Co
Publication of GB960003A publication Critical patent/GB960003A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C45/67Preparation 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
    • C07C45/68Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/30Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • 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
    • C07C45/67Preparation 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
    • C07C45/68Preparation 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
    • C07C45/72Preparation 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
    • C07C45/74Preparation 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 dehydration
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00Systems containing at least three condensed rings
    • C07C2603/02Ortho- or ortho- and peri-condensed systems
    • C07C2603/04Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/22Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
    • C07C2603/24Anthracenes; Hydrogenated anthracenes

Landscapes

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

Abstract

An a ,b unsaturated compound is obtained by condensing an aldehyde with a compound containing at least two active hydrogen atoms on the same carbon atom in the presence of an organic magnesium salt soluble in the reaction mixture. Active hydrogen atoms are defined as hydrogen atoms attached to carbon atoms adjacent to or in conjunction with electron withdrawing groups such as aldehyde, keto, nitro, nitrile, carboxylic acid or carboxylic ester groups. The aldehyde may be aliphatic or aromatic and may contain alkoxy, amino, halogen, nitro or nitrile substituents. The magnesium salt may be derived from an organic, e.g. carboxylic acid, a phenol, a thiophenol or a chelating agent and may be used in proportions of about 0.001 to about 0.05 mole per mole of total reactants. Temperatures of about 50-400 DEG C. are mentioned. In examples, a -isoamyl-b -isohexyl acrolein is obtained from the condensation of isoheptaldehyde (acting as both reactants), a -isohexyl-b -isoheptyl acrolein from isooctaldehyde, a -n-amyl-b -n-hexyl acrolein from n-heptaldehyde, and styryl hexyl ketone by condensing benzaldehyde with 2-octanone.
GB29055/60A 1959-09-25 1960-08-23 Process for condensing an aldehyde with a compound containing at least two active hydrogen atoms on the same carbon atom Expired GB960003A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US84220559A 1959-09-25 1959-09-25

Publications (1)

Publication Number Publication Date
GB960003A true GB960003A (en) 1964-06-10

Family

ID=25286764

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29055/60A Expired GB960003A (en) 1959-09-25 1960-08-23 Process for condensing an aldehyde with a compound containing at least two active hydrogen atoms on the same carbon atom

Country Status (2)

Country Link
DE (1) DE1138384B (en)
GB (1) GB960003A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3381039A (en) * 1963-07-18 1968-04-30 Hoffmann La Roche 1, 1-diethoxy-4-cyclohexylidene butane

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2545261A (en) * 1947-10-08 1951-03-13 Chemical Elaborations Inc Catalysis of addition reactions
US2666771A (en) * 1948-12-09 1954-01-19 Fmc Corp Catalyzing organic isomerization reactions with active magnesia

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3381039A (en) * 1963-07-18 1968-04-30 Hoffmann La Roche 1, 1-diethoxy-4-cyclohexylidene butane

Also Published As

Publication number Publication date
DE1138384B (en) 1962-10-25

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