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GB693843A - Manufacture of beta-methoxy-isobutyraldehyde - Google Patents

Manufacture of beta-methoxy-isobutyraldehyde

Info

Publication number
GB693843A
GB693843A GB24421/50A GB2442150A GB693843A GB 693843 A GB693843 A GB 693843A GB 24421/50 A GB24421/50 A GB 24421/50A GB 2442150 A GB2442150 A GB 2442150A GB 693843 A GB693843 A GB 693843A
Authority
GB
United Kingdom
Prior art keywords
methoxy
acid
methacrolein
isobutyraldehyde
alpha
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
GB24421/50A
Inventor
Thomas Bewley
Brian Keith Howe
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.)
Distillers Co Yeast Ltd
Distillers Co Ltd
Original Assignee
Distillers Co Yeast Ltd
Distillers Co Ltd
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 Distillers Co Yeast Ltd, Distillers Co Ltd filed Critical Distillers Co Yeast Ltd
Priority to GB24421/50A priority Critical patent/GB693843A/en
Publication of GB693843A publication Critical patent/GB693843A/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
    • C07C45/67—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
    • C07C45/75—Reactions with formaldehyde
    • 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
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • 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
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C45/82—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
    • C07C47/04—Formaldehyde
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
    • C07C47/19—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/21—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/21—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C07C47/22—Acryaldehyde; Methacryaldehyde

Landscapes

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

Abstract

Beta-methoxy-isobutyraldehyde is produced by introducing alpha-methacrolein into methanol in the proportion of one mole. of alpha-methacrolein to at least twelve moles. of methanol with agitation and in the presence of an alkaline catalyst while maintaining the temperature below about 0 DEG C.; the rate of adding the alpha-methacrolein is adjusted so that the whole quantity is added within 30 minutes and the condensation effect of the alkaline catalyst is neutralized within 30 minutes after all the aldehyde is added; the reaction mixture is freed from admixed salts and the b -methoxy-isobutyraldehyde is separated by fractional distillation. The alkaline catalyst may be an alkali metal hydroxide such as sodium hydroxide or an alkali metal alcoholate such as sodium or potassium alcoholate. The reaction may be carried out continuously or batchwise. The neutralization is carried out by adding an acid to the reaction mixture. The preferred acid is phosphoric acid but strong mineral acids such as hydrochloric or sulphuric acid and organic acids such as acetic, formic or oxalic acid may be used. Small quantities of a -g -dimethyl-a -methoxy-ethyl-glutaraldehyde may be formed during the course of the reaction. The condensation may be carried out in the absence or presence of a polymerization inhibitor such as hydroquinone. U.S.A. Specification 2,504,680 is referred to.
GB24421/50A 1950-10-06 1950-10-06 Manufacture of beta-methoxy-isobutyraldehyde Expired GB693843A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB24421/50A GB693843A (en) 1950-10-06 1950-10-06 Manufacture of beta-methoxy-isobutyraldehyde

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB24421/50A GB693843A (en) 1950-10-06 1950-10-06 Manufacture of beta-methoxy-isobutyraldehyde

Publications (1)

Publication Number Publication Date
GB693843A true GB693843A (en) 1953-07-08

Family

ID=10211465

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24421/50A Expired GB693843A (en) 1950-10-06 1950-10-06 Manufacture of beta-methoxy-isobutyraldehyde

Country Status (1)

Country Link
GB (1) GB693843A (en)

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