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7-acylamino-3-vinylcephalosporanic acid derivatives and processes for the preparation thereof |
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Apparatus for treating finely divided materials with gaseous fluid |
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Preparation of alkyl adipates
| Details |
Inventors: Jenck, Jean;
Assignee: Rhone-Poulenc Chimie de Base (Courbevoie, FR)
Primary Examiner: Trousof; Natalie
Assistant Examiner: Clarke; Vera C.
Attorney, Agent or Firm: Burns, Doane, Swecker & Mathis
Alkyl adipates are prepared by reacting an alcohol and carbon monoxide with an alkyl pentenoate in the presence of (i) a catalytically effective amount of a cobalt catalyst, (ii) a tertiary nitrogen base, and (iii) hydrogen, with the hydrogen comprising at least 0.1% by volume of the carbon monoxide, and said reaction being carried out in (iv) an aromatic hydrocarbon or substituted aromatic hydrocarbon reaction medium. |
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DETAILED DESCRIPTION OF THE INVENTION More particularly according to the present invention, an alcohol and carbon monoxide are therefore reacted with an alkyl pentenoate. Alkyl pentenoates can be obtained by reacting an alcohol and carbon monoxide with butadiene, in a manner which is in itself known. Alkyl pent-3-enoates are obtained as the principal products. Within the scope of the present process, it is also possible to use alkyl pent-2-enoates, which are obtained, for example, by isomerization of the corresponding pent-3-enoates, these . alpha. ,. beta. -unsaturated esters proving more reactive. An alcohol is also used to carry out the present process. This other starting material can be represented by the formula R'OH, in which R' is an alkyl radical containing at most 12 carbon atoms and optionally substituted by one or two hydroxyl groups, or a cycloalkyl radical having from 5 to 7 carbon atoms, or an aralkyl radical having from 7 to 12 carbon atoms, or a phenyl radical. Exemplary of alcohols which can be used according to the present invention, representative are methanol, ethanol, isopropanol, n-propanol, tert. -butanol, n-hexanol, cyclohexanol, 2-ethylhexan-1-ol, dodecan-1-ol, ethylene glycol, hexane-1,6-diol, benzyl alcohol, phenylethyl alcohol and phenol. It is preferred to use an alkanol having at most 4 carbon atoms; methanol and ethanol are suitable for carrying out the present process. It is advantageous to use the alcohol corresponding to the alkyl radical of the pentenoate selected as the starting material. The alcohol and the alkyl pentenoate can be used in stoichiometric amounts. However, it is preferable to use an excess of alcohol in a proportion of 1 to 10, or even more preferable to use from 2 to 5 mols of alcohol per mol of alkyl pentenoate. The reaction is carried out in the presence of a metal catalyst selected from among cobalt and compounds thereof. Any source of cobalt which is capable of reacting with carbon monoxide in the reaction medium to give cobalt carbonyl complexes in situ can be used within the scope of the invention
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