Synthesis of 4-acetoxy-ll,13- dibenzyloxystilbene / Nor Hayati Abu Samah

The main objective of this project is to synthesize a stilbene analogue, 4-acetoxy-l 1,13- dibenzyloxystilbene at large scale in order to supply for bioactivity and reactivity investigations by other researchers. Three established reactions have been used in order to accomplish the project. First, the protection ofp-iodophenol using acetic anhydride to yield p-iodophenylacetale followed by the protection of 3,5-dihydroxybenzaldehyde with benzyl bromide that produced 3,5-dibenzyloxybenzaldehyde. Subsequently, the 3,5-dibenzyloxybenzaldehyde is utilized as a starting material of the Wittig reaction. Product of the Wittig reaction and /j-iodophenylaceate are then used to synthesize the stilbene analogue. The synthesized compounds are then, purified by chromatographic techniques and sent for 'H-NMR characterization. Concisely, even though the compound of desired has failed to be obtained, an almost structurally identical compound has been successfully synthesized in small amount.