In the following report, menadione is used as the starting material of a multi-step Aldol synthesis to yield a derivative. Menadione, a known precursor of vitamin K., is proposed to be combined with safranal, from the saffron plant, to generate a product with possible benefits in the food and medical industries. The target derivative compound is a highly conjugated structure with three 6-membered rings. Current findings show that menadione is highly insoluble in water and difficult to hydrate using a typical acid and water hydration method. Hydration was attempted and unsuccessful withH3PO4 and H2SO4, thus a new method was implemented. This new method involved the reduction of menadione. The reduction of menadione with LiAl4 proved to be more successful than the previous trial of hydration of menadione.
Cooke, Alexandria S., "An attempt to reduce 2-methyl-1, 4-Naphthalenedione (menadione) to 1, 4-dihydro-2- methyl-1, 4-Naphthalenediol" (2009). Senior Research Projects. 173.