Phosphine oxide removal from compounds formed by a Wittig reacti

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568 14, 5689095, 568918, 570189, 570217, 570238, C07C 2938, C07C 33025, C07C 1726, C07C 2919

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active

052929736

ABSTRACT:
An improvement is proposed for the removal of the precipitates of a phosphine oxide compound as a by-product from a mixture thereof with an olefin compound obtained by the Wittig reaction for the preparation of the olefin compound from a phosphorane compound and a carbonyl compound. Instead of the conventional procedure of filtration to remove the precipitates, the mixture in a hydrocarbon solvent, after replacement of a non-hydrocarbon solvent with a hydrocarbon solvent, if necessary, is admixed with a lower carboxylic acid such as acetic acid so that the precipitates of the phosphine oxide are dissolved forming a viscous fluid which is immiscible with the mixture of the olefin compound and the hydrocarbon solvent. The fluid containing the dissolved phosphine oxide compound can be easily removed by phase separation so that a great increase is obtained in the yield of the desired olefin compound.

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patent: 3072526 (1963-01-01), Butenandt et al.
patent: 3078256 (1963-02-01), Wittig et al.
patent: 3225106 (1965-12-01), Rabinowitz
patent: 3361785 (1968-01-01), McClure
patent: 4206153 (1980-06-01), Grafen et al.
patent: 4544779 (1985-10-01), Bright
patent: 5089659 (1992-02-01), Brueckner et al.

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