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Hydroformylation of allyl phenyl ether

J. Strešinka, M. Marko, and V. Macho

Research Institute for Petrochemistry, Nováky

 

Abstract: The hydroformylation of allyl phenyl ether being studied; it was found that by the using of 0.2 — 0.4 % (w/w) cobalt as Co2(CO)8 and the reaction time 30 or 60 minutes best results are achieved, regarding both the selectivity of hydroformylation and the yield of C10 aldehydes at 130 °C. The selectivity varies from 70 to 84 % and the amount of C10 aldehydes from 64 to 83 %, depending upon the reaction time and concentration of catalyst. Aldehydes which were isolated from the oxo-product contain of the two possible isomers y-phenoxybutyraldehyde only. As by-products in the hydroformylation reaction mixture were proven to be present: phenol and minute amount of n-butyraldehyde, isobutyraldehyde, propylene and propane. The reaction mechanism revealing the formation of these products is given; first of all, simultaneous and consecutive reactions, catalysed by hydrotetracarbonyl cobalte are involved. Co2(CO)8 does not catalyse either decomposition or Claisen rearrangement of allyl phenyl ether.

Full paper in Portable Document Format: 224a263.pdf (in Slovak)

 

Chemical Papers 22 (4) 263–271 (1968)

Monday, April 15, 2024

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