GB737606A - Preparation of aldehydopentadecanoic acid and dialdehydotetradecane - Google Patents

Preparation of aldehydopentadecanoic acid and dialdehydotetradecane

Info

Publication number
GB737606A
GB737606A GB9050/53A GB905053A GB737606A GB 737606 A GB737606 A GB 737606A GB 9050/53 A GB9050/53 A GB 9050/53A GB 905053 A GB905053 A GB 905053A GB 737606 A GB737606 A GB 737606A
Authority
GB
United Kingdom
Prior art keywords
acid
mixture
aldehydopentadecanoic
dialdehydotetradecane
acetic acid
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
GB9050/53A
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.)
National Research Council of Canada
Original Assignee
National Research Council of Canada
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 National Research Council of Canada filed Critical National Research Council of Canada
Publication of GB737606A publication Critical patent/GB737606A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/147—Saturated compounds having only one carboxyl group and containing —CHO groups

Landscapes

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

Abstract

The invention comprises 15-aldehydopentadecanoic acid, 1 : 14-dialdehydotetradecane and mixtures consisting essentially of both 15-aldehydopentadecanoic acid or 1 : 14-dialdehydotetradecane or a mixture containing both these aldehydes is produced by treating 15,16-dihydroxyhexadecanoic or 2,15,16-trihydroxyhexadecanoic acid or a mixture of said hydroxy acids respectively with acetic acid and sodium bismuthate, heating the mixture to a temperature of 45-65 DEG C. and continuing such temperature to form the aldehyde compound or compounds. Aldehydopentadecanoic acid may be produced by suspending 15,16-dihydroxyhexadecanoic acid in acetic acid, adding sodium bismuthate or lead tetra-acetate and heating the mixture to a temperature of 45-65 DEG C. Aldehydopentadecanoic acid may be produced by suspending an alkali metal salt of 15, 16-dihydroxydecanoic acid in acetic acid, adding sodium periodate and heating the mixture at a temperature of 45-65 DEG C. The products of the process may be hydrogenated catalytically to obtain 15-hydroxypentadecanoic acid and 1,14-dihydroxytetradecane which may be converted to tetradecamethylene carbonate. In examples a mixture of aldehydopentadecanoic acid and dialdehydotetradecane is obtained by treating a ustilic acid mixture with sodium bismuthate whilst suspended in acetic acid (1); a similar mixture of products is separated by treatment with caustic soda and ether into the two components (2); aldehydopentadecanoic acid is obtained by treating 15,16-dihydroxyhexadecanoic acid suspended in acetic acid with lead acetate (3); dialdehydotetradecane is obtained by treating 2,15,16-trihydroxyhexadecanoic acid suspended in acetic acid with sodium bismuthate (4); and a mixture containing aldehydopentadecanoic acid is obtained when a solution of the potassium salt of the ustilic acid mixture is treated with a solution of sodium periodate (5).
GB9050/53A 1952-04-09 1953-04-01 Preparation of aldehydopentadecanoic acid and dialdehydotetradecane Expired GB737606A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US737606XA 1952-04-09 1952-04-09

Publications (1)

Publication Number Publication Date
GB737606A true GB737606A (en) 1955-09-28

Family

ID=22115645

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9050/53A Expired GB737606A (en) 1952-04-09 1953-04-01 Preparation of aldehydopentadecanoic acid and dialdehydotetradecane

Country Status (1)

Country Link
GB (1) GB737606A (en)

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