Abstract

Hydroformylation of 1,4-diacetoxy-2-butene was studied using a water-soluble Rh complex catalyst prepared in situ from [Rh(COD)Cl]2 complex and trisodium salt of tri-(m-sulfophenyl)phosphine (TPPTS) in a biphasic system. The sequence of addition of catalyst precursor, ligand, and reactant/solvent showed a significant effect on leaching of Rh from aqueous to organic phase, and hence, the procedure was optimized to develop a nonleaching and stable biphasic catalyst system. The only hydroformylation product (1,4-diacetoxy-2-formyl butane, DAFB) formed was found to deacetoxylate completely to 2-formyl-4-acetoxybutene (FAB), thus allowing a one-pot synthesis of FAB, an important intermediate for Vitamin A. Experimental data on the concentration−time and CO/H2 consumption−time profiles were obtained, and the effects of DAB concentration, CO partial pressure, H2 partial pressure, and catalyst concentration were studied in a stirred batch reactor over a temperature range of 338−358 K. The effect of aqueous phase ...

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