Efficient Conversion of Glucose to Methyl Lactate with Sn-USY: Retro-aldol Activity Promotion by Controlled Ion
Jose M Jimenez-Martin1, Ana Orozco-Saumell2, Héctor Hernando3
1Chemical & Environmental Engineering Group, Universidad Rey Juan Carlos, C/ Tulipan s/n, 28933 Madrid, Spain.
Abstract:
Sn-USY materials have been prepared through an optimized post-synthetic catalytic metalation procedure. These zeolites displayed, upon ion exchange with alkaline metals, an outstanding activity in the direct transformation of glucose into methyl lactate, yielding more than 70% of the starting glucose as the target product, and an overall combined retro-aldol condensation product yield above 95% in a short reaction time (<4 h). This outstanding catalytic performance is ascribed to the neutralization of Brønsted acid sites, the consequent depression of side reactions, and a higher population of tin open sites in the ion-exchanged Sn-USY zeolites. Reusability tests evidenced some loss of catalytic activity, partially caused by the closing of tin sites, although the use of small amounts of water in the reaction media demonstrated that this deactivation mechanism can be, at least, partially alleviated.
Related Concept Videos
Conversion of Alcohols to Alkyl Halides
C–C Bond Cleavage: Retro-Aldol Reaction
In the first step, as depicted in Figure 1, the base deprotonates the β-hydroxy ketone at the hydroxyl group to form an alkoxide ion.
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Alcohols from Carbonyl Compounds: Reduction
Catalytic hydrogenation is similar to the reduction of an alkene or alkyne by adding H2 across the pi bond in the presence of transition metal catalysts like Raney Ni, Pd–C, Pt, or Ru. Aldehydes and ketones can be reduced by this method, often under mild to moderate heat (25–100°C) and...
Crossed Aldol Reaction Using Strong Bases: Directed Aldol Reaction
Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis


