GB531968A - Improvements in or relating to the manufacture of unsaturated acids and esters - Google Patents

Improvements in or relating to the manufacture of unsaturated acids and esters

Info

Publication number
GB531968A
GB531968A GB2048439A GB2048439A GB531968A GB 531968 A GB531968 A GB 531968A GB 2048439 A GB2048439 A GB 2048439A GB 2048439 A GB2048439 A GB 2048439A GB 531968 A GB531968 A GB 531968A
Authority
GB
United Kingdom
Prior art keywords
esters
hydrogen
acid
formyl
ethyl
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
GB2048439A
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 GB2048439A priority Critical patent/GB531968A/en
Publication of GB531968A publication Critical patent/GB531968A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/317—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
    • C07C67/327—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups by elimination of functional groups containing oxygen only in singly bound form

Landscapes

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

Abstract

531,968. Acrylic acid and its derivatives. DISTILLERS CO., Ltd., STAUDINGER, J. J. P., and TUERCK, K. H. W. July 13, 1939. No. 20484. [Class 2 (iii)] Acrylic or substituted acrylic acids or esters are made by hydrogenating a compound of the general formula where R<SP>1</SP> is hydrogen or an alkyl radicle, R2 is an alkyl radicle, and R<SP>3</SP> is hydrogen, or an acyl radicle, and treating the products with dehydrating agents or alkalies to remove the elements of the compound R<SP>3</SP>OH. Where R3 is hydrogen, the parent materials may be formyl fatty acid esters and may have the tantomeric formula Such esters may be obtained in the form of their sodium or other alkali salts by reacting fatty acid esters, e.g. ethyl acetate or propionate, with a formic ester, e.g. ethyl formate, or with carbon monoxide, in the presence of alkali metals. The parent materials, where R3 is acyl, may be obtained from the corresponding compounds where R<SP>3</SP> is hydrogen, by reacting them or their sodium salts with acid anhydrides or chlorides. The acids may be obtained by hydrolysis of the esters. In examples (1) ethyl formyl acetate (obtained by dissolving ethyl sodio-formyl-acetate in water, acidifying and extracting with ether) is reduced with aluminium amalgam or with hydrogen in the presence of palladium-black, and distilled with sulphuric acid to yield acrylic acid or ethyl acrylate, and (2) sodio-formyl-acetic ester is treated with benzoyl chloride in alkaline solution, the resulting oil is hydrogenated in the presence of palladium-black, and the product heated with alcoholic potash; on acidification with sulphuric acid, benzoic acid is precipitated and filtered, and acrylic acid is obtained by distilling the filtrated with sulphuric acid. Specifications 361,153 and 524,086 are referred to.
GB2048439A 1939-07-13 1939-07-13 Improvements in or relating to the manufacture of unsaturated acids and esters Expired GB531968A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2048439A GB531968A (en) 1939-07-13 1939-07-13 Improvements in or relating to the manufacture of unsaturated acids and esters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2048439A GB531968A (en) 1939-07-13 1939-07-13 Improvements in or relating to the manufacture of unsaturated acids and esters

Publications (1)

Publication Number Publication Date
GB531968A true GB531968A (en) 1941-01-15

Family

ID=10146655

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2048439A Expired GB531968A (en) 1939-07-13 1939-07-13 Improvements in or relating to the manufacture of unsaturated acids and esters

Country Status (1)

Country Link
GB (1) GB531968A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3487101A (en) * 1963-09-17 1969-12-30 Lonza Ag Preparation of methacrylic compounds by dehydration of alpha - hydroxybutyric acid compounds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3487101A (en) * 1963-09-17 1969-12-30 Lonza Ag Preparation of methacrylic compounds by dehydration of alpha - hydroxybutyric acid compounds

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