Catalytic Conversion of Diethyl Tartrate into Pyruvate over Silica-Supported Potassium Disulfate

Abstract

Potassium hydrogensulfate (KHSO4), which melts at a lower temperature of 197 °C, was adapted for vapor-phase fixed-bed flow operations as a silica-supported potassium disulfate (K2S2O7/SiO2) to afford 60% ethyl pyruvate continuously from the tartrate at 300 °C. The catalyst was effective for the intramolecular dehydration of glycol moieties, much less active for hydrolysis of esters, and capable of converting enol- to keto-form for the intermediate oxalacetate in favor of pyruvate. A TGA analysis revealed that KHSO4 was converted to K2S2O7 at 300 °C, this was in consistent with the XRD analysis.

High-Performance Vapor-Phase Selective Oxidation of Ethyl Lactate to Ethyl Pyruvate over SiO2 Supported PMoVNb Oxides

“…Pyruvate and its esters are important chemicals widely used in food, spice, cosmetics, pharmaceutical and other industries [2][3][4]. Currently, pyruvate and its esters are still produced mainly via the energy-intensive pyrolysis of tartaric acid with KHSO 4 as a dehydrating agent [5,6]. Unfortunately, this process obtains a yield of only 50-54% but obviously negative environmental effect due to the use of numerous dehydrating agents.…”

Enhancement of pyruvate production by osmotic‐tolerant mutant of Torulopsis glabrata

“…Pyruvic acid can also be used as a starting material in the biosynthesis of pharmaceuticals, crop protection agents, polymers, and cosmetics (Li et al, 2001a). Pyruvate can be produced by four different processes: (i) chemical synthesis (Ai and Ohdan, 1995;Howard and Fraser, 1932;Sugiyama et al, 1992); (ii) fermentation process (Li et al, 2001a,b;Yokota et al, 1994); (iii) enzymatic process (Burdick and Schaeffer, 1987;Eisenberg et al, 1997); and (iv) resting cells (Izumi et al, 1982;Ogawa et al, 2001;Schinschel and Simon, 1993). Among these approaches, fermentation production of pyruvate from sustainable, low-cost carbon source (such as glucose) has merits in terms of both high yield and the high purity of the product (Bruno et al, 2004).…”

.alpha.-Te2MoO7 as an Active Species in the Vapor-Phase Selective Oxidation of Ethyl Lactate to Pyruvate over TeO2-MoO3 Catalysts

“…Pyruvic acid is the simplest homologue of a-keto acids, which were extensively reviewed (Cooper et al, 1983), covering 19 general methods for their synthesis. Some of the routes are elegantly designed for laboratory procedure in organic synthesis, but the applications of catalytic processes are of more recent vintage (Sugiyama et al, 1991(Sugiyama et al, , 1992(Sugiyama et al, , 1993; Tsujino et al, 1992;Hayashi et al, 1993a-c).…”

“…An established laboratory procedure (Howard and Fraser, 1945) for pyruvic acid synthesis is the dehydrative decarboxylation of tartaric acid in the presence of an excess of powdered potassium hydrogen sulfate (KHSO4). Although the unique dehydrating agent KHSO4 melts at a low temperature of 197 °C, it was successfully adapted for vapor-phase flow operations as a silica-supported pyrosulfate catalyst (K2S2C>7/Si02) to obtain ethyl pyruvate continuously from the tartrate in a rather good yield of 60% at 300 °C (Sugiyama et al, 1991(Sugiyama et al, , 1992). An alternative approach to pyruvic acid, bypassing the expensive tartrate, has been made by the liquid-phase oxidation of sodium lactate (eq 1, R = Na) on lead-modified palladium-on-carbon and related cata-…”