ES309338A1 - The production of esters, aldehydes, ketones and acids - Google Patents

The production of esters, aldehydes, ketones and acids

Info

Publication number
ES309338A1
ES309338A1 ES0309338A ES309338A ES309338A1 ES 309338 A1 ES309338 A1 ES 309338A1 ES 0309338 A ES0309338 A ES 0309338A ES 309338 A ES309338 A ES 309338A ES 309338 A1 ES309338 A1 ES 309338A1
Authority
ES
Spain
Prior art keywords
acetate
acrolein
allyl
palladium
acids
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
ES0309338A
Other languages
Spanish (es)
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Publication of ES309338A1 publication Critical patent/ES309338A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/367Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
    • 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
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/37Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
    • C07C45/38Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups being a primary hydroxyl group
    • 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
    • C07C45/51Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/54Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of compounds containing doubly bound oxygen atoms, e.g. esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/23Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/04Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
    • C07C67/05Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation
    • C07C67/055Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Unsaturated aldehydes, ketones and acids and esters of unsaturated alcohols with carboxylic acids are prepared by contacting an unsaturated compound <FORM:1101056/C2/1> in which each R1, R2, R3 and R4 is a hydrogen atom or a saturated alkyl (not more than 8C), or any two of R1, R2, R3 and R4 are combined as a divalent saturated alkyl group, and Y is an acyloxy, aroyloxy or hydroxy group or a chlorine or bromine atom, with a palladium salt in the presence of an aliphatic carboxylic acid containing between 2 and 10 carbon atoms, molecular oxygen and a salt of copper or iron either under anhydrous conditions or in the presence of not more than 20% of water, any halide ions present being chlorine or bromine ions in concentration not exceeding 0.35 molar. Palladium acetate, or preferably a palladium halide may be used and preferably carboxylate (2-10 C) ions are present additional to those provided by the ionization of the carboxylic acid. Processes mentioned use allyl acetate to yield allylidene diacetate which may be hydrolysed to acrolein, and allyl chloride or allyl alcohol to form acrolein methylallyl acetate to prepare methacrolein crotyl acetate to form crotonaldehyde a -methyl allyl acetate to form methyl vinyl ketone g -ethyl allyl acetate to form b -ethyl acrolein and 1-cyclohexene-3-acetate to form 1-cyclohexen-3-one. Mixed products may be formed depending upon the reaction conditions. Examples describe the preparation of mixed products allylidene diacetate, acrolein, and propylene 1-acetate.
ES0309338A 1964-02-13 1965-02-13 The production of esters, aldehydes, ketones and acids Expired ES309338A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB6093/64A GB1101056A (en) 1964-02-13 1964-02-13 The production of esters, aldehydes, ketones and acids

Publications (1)

Publication Number Publication Date
ES309338A1 true ES309338A1 (en) 1965-12-16

Family

ID=9808247

Family Applications (1)

Application Number Title Priority Date Filing Date
ES0309338A Expired ES309338A1 (en) 1964-02-13 1965-02-13 The production of esters, aldehydes, ketones and acids

Country Status (5)

Country Link
BE (1) BE659698A (en)
DE (1) DE1543047B1 (en)
ES (1) ES309338A1 (en)
GB (1) GB1101056A (en)
NL (1) NL6501827A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3968164A (en) * 1966-04-07 1976-07-06 Imperial Chemical Industries Limited Process for the production of acrolein

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE618071A (en) *
DE1059453B (en) * 1957-09-06 1959-06-18 Consortium Elektrochem Ind Process for the preparation of carbonyl compounds from oxygen-containing organic compounds containing one or more carbon-carbon double bonds

Also Published As

Publication number Publication date
NL6501827A (en) 1965-08-16
DE1543047B1 (en) 1970-06-04
GB1101056A (en) 1968-01-31
BE659698A (en) 1965-08-12

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