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GB633435A - Improvements in or relating to process for producing paraacetylbenzyl acetate, para-(alpha-hydroxyethyl) benzyl acetate and para-(alpha-acetoxyethyl) benzyl acetate - Google Patents

Improvements in or relating to process for producing paraacetylbenzyl acetate, para-(alpha-hydroxyethyl) benzyl acetate and para-(alpha-acetoxyethyl) benzyl acetate

Info

Publication number
GB633435A
GB633435A GB10200/47A GB1020047A GB633435A GB 633435 A GB633435 A GB 633435A GB 10200/47 A GB10200/47 A GB 10200/47A GB 1020047 A GB1020047 A GB 1020047A GB 633435 A GB633435 A GB 633435A
Authority
GB
United Kingdom
Prior art keywords
para
benzyl acetate
ethyl
alpha
acetate
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
GB10200/47A
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.)
Monsanto Chemicals Ltd
Monsanto Chemical Co
Original Assignee
Monsanto Chemicals Ltd
Monsanto Chemical Co
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 Monsanto Chemicals Ltd, Monsanto Chemical Co filed Critical Monsanto Chemicals Ltd
Publication of GB633435A publication Critical patent/GB633435A/en
Expired legal-status Critical Current

Links

Classifications

    • 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

Landscapes

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

Abstract

Para-acetyl-benzyl acetate is obtained by heating para-ethyl-benzyl acetate in the liquid phase with gaseous oxygen in the presence of an oxidation catalyst; the product may be catalytically hydrogenated to yield para(alpha-hydroxy-ethyl) benzyl acetate, which is then acetylated to give para-(alpha-acetoxy-ethyl) benzyl acetate. Any metal oxide or hydroxide oxidation catalyst may be used, e.g. chromium oxide, a preferred catalyst being chromium oxide and calcium carbonate in the proportions of one to four by weight. The oxidation is preferably carried out between 110 DEG C. and 160 DEG C. at atmospheric, reduced, or slightly increased pressure. The oxygen may be pure or mixed with an inert gas, e.g. as air. Examples are given of the three steps of the process and also of the production of the starting material from ethyl benzene, which is converted by means of hydrogen chloride and paraformaldehyde into para-ethyl-benzyl chloride and the latter heated with sodium acetate and glacial acetic acid to give para-ethyl-benzyl acetate. The para-acetyl-benzyl acetate may be converted into the semicarbazone and the 2 : 4-dinitro-phenyl-hydrazone.
GB10200/47A 1946-06-22 1947-04-17 Improvements in or relating to process for producing paraacetylbenzyl acetate, para-(alpha-hydroxyethyl) benzyl acetate and para-(alpha-acetoxyethyl) benzyl acetate Expired GB633435A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US633435XA 1946-06-22 1946-06-22

Publications (1)

Publication Number Publication Date
GB633435A true GB633435A (en) 1949-12-19

Family

ID=22048556

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10200/47A Expired GB633435A (en) 1946-06-22 1947-04-17 Improvements in or relating to process for producing paraacetylbenzyl acetate, para-(alpha-hydroxyethyl) benzyl acetate and para-(alpha-acetoxyethyl) benzyl acetate

Country Status (1)

Country Link
GB (1) GB633435A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4256907A (en) * 1977-05-11 1981-03-17 Bayer Aktiengesellschaft Preparation of substituted vinylcyclopropane-carboxylic acid esters

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4256907A (en) * 1977-05-11 1981-03-17 Bayer Aktiengesellschaft Preparation of substituted vinylcyclopropane-carboxylic acid esters

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