GB825225A - Improvements in or relating to the production of aromatic aldehydes - Google Patents

Improvements in or relating to the production of aromatic aldehydes

Info

Publication number
GB825225A
GB825225A GB24373/56A GB2437356A GB825225A GB 825225 A GB825225 A GB 825225A GB 24373/56 A GB24373/56 A GB 24373/56A GB 2437356 A GB2437356 A GB 2437356A GB 825225 A GB825225 A GB 825225A
Authority
GB
United Kingdom
Prior art keywords
aldehyde
hydrofluoric acid
fluoborate
boron trifluoride
aromatic
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
GB24373/56A
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.)
Harpener Bergbau AG
Original Assignee
Harpener Bergbau AG
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 Harpener Bergbau AG filed Critical Harpener Bergbau AG
Publication of GB825225A publication Critical patent/GB825225A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00Compounds having —CHO groups
    • C07C47/02Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
    • 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
    • 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
    • C07C45/49Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00Compounds having —CHO groups
    • C07C47/52Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00Compounds having —CHO groups
    • C07C47/52Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/55Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing halogen

Landscapes

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

Abstract

In a process for making aromatic aldehydes from aromatic hydrocarbons and carbon monoxide using boron trifluoride and hydrofluoric acid as catalysts and wherein the reaction mixture comprising an aromatic aldehyde-boron trifluoride-hydrofluoric acid complex, excess hydrofluoric acid and aromatic hydrocarbon and discharged from the reaction zone is treated with barium or strontium fluoride to combine with the boron trifluoride to form a metal fluoborate and at the same time to liberate hydrofluoric acid and the aldehyde from the complex and the free hydrofluoric acid is removed by evaporation, the metal fluoborate is separated from the aldehyde by treatment with a liquid in which the fluoborate is soluble and in which the aldehyde is insoluble, such as water. The fluoborate solution is separated by sedimentation, the solvent removed and the fluoborate heated to recover boron trifluoride and barium or strontium fluoride. The aldehyde is recovered from the organic layer by distillation. The conversion of toluene to toluic aldehyde is described.ALSO:In a process for making aromatic aldehydes from aromatic hydrocarbons and carbon monoxide using boron trifluoride and hydrofluoric acid as catalysts and wherein the reaction mixture comprising an aromatic aldehyde-boron trifluoride - hydrofluoric acid complex, excess hydrofluoric acid and aromatic hydrocarbon and discharged from the reaction zone is treated with barium or strontium fluoride to combine with the boron trifluoride to form a metal fluoborate and at the same time to liberate hydrofluoric acid and the aldehyde from the complex and the free hydrofluoric acid is removed by evaporation, the metal fluoborate is separated from the aldehyde by treatment with a liquid in which the fluoborate is soluble and in which the aldehyde is insoluble, such as water. The fluoborate solution is separated by sedimentation, the solvent removed and the fluoborate heated to recover boron trifluoride and barium or strontium fluoride. The aldehyde is recovered from the organic layer by distillation. The conversion of toluene to toluic aldehyde is described.
GB24373/56A 1955-08-10 1956-08-09 Improvements in or relating to the production of aromatic aldehydes Expired GB825225A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE825225X 1955-08-10

Publications (1)

Publication Number Publication Date
GB825225A true GB825225A (en) 1959-12-09

Family

ID=6747485

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24373/56A Expired GB825225A (en) 1955-08-10 1956-08-09 Improvements in or relating to the production of aromatic aldehydes

Country Status (1)

Country Link
GB (1) GB825225A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1044990A1 (en) * 1998-10-29 2000-10-18 Nippon Petrochemicals Company, Limited Method of removing and recovering boron trifluoride with metal fluoride and process for polyolefin production using the same

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1044990A1 (en) * 1998-10-29 2000-10-18 Nippon Petrochemicals Company, Limited Method of removing and recovering boron trifluoride with metal fluoride and process for polyolefin production using the same
EP1044990A4 (en) * 1998-10-29 2001-10-31 Nippon Petrochemicals Co Ltd Method of removing and recovering boron trifluoride with metal fluoride and process for polyolefin production using the same

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