Synthesis of 4-acetoxy-12-benzoyloxystilbene / Mohd Firdaus Sanusi

This research project aims to synthesize a stilbene analogue, 4-acetoxy-12- benzoyloxystilbene 1 via series of reactions. This study was carried out in four established reactions. Firstly, starting from 4-iodophenol, the substance undergo protection of hydroxy 1 group into 4-iodophenylbenzoate. Then...

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Main Author: Sanusi, Mohd Firdaus
Format: Thesis
Language:English
Published: 2006
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Online Access:https://ir.uitm.edu.my/id/eprint/98881/1/98881.PDF
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spelling my-uitm-ir.988812024-07-28T15:55:13Z Synthesis of 4-acetoxy-12-benzoyloxystilbene / Mohd Firdaus Sanusi 2006 Sanusi, Mohd Firdaus RM Therapeutics. Pharmacology RS Pharmacy and materia medica This research project aims to synthesize a stilbene analogue, 4-acetoxy-12- benzoyloxystilbene 1 via series of reactions. This study was carried out in four established reactions. Firstly, starting from 4-iodophenol, the substance undergo protection of hydroxy 1 group into 4-iodophenylbenzoate. Then another starting material, 4-hydroxybenzaldehyde was protected by adding the acetoxy group to produce 4- acetoxybenzaldehyde followed by the Wittig reaction to develop 4-acetoxystyrene. The product from the Wittig reaction and 4-iodophenylbenzoate is utilized to synthesize the desired compound, 4-acetoxy-12-benzoyloxystilbene 1 by Heck reaction that involves the use of palladium (II) catalyst, triphenylphosphine ligand, argentum nitrate, potassium acetate and dimethylformamide solvent The products were purified by chromatographic technique by the use of thin layer chromatography plate. UV spectrophotometer and NMR characterization also had been used in the determination of the structure. However, the expected compound to be synthesized were not successfully obtained. Instead an almost structurally identical compound has been synthesized in small amount (18.8%). 2006 Thesis https://ir.uitm.edu.my/id/eprint/98881/ https://ir.uitm.edu.my/id/eprint/98881/1/98881.PDF text en public degree Universiti Teknologi MARA (Kampus Puncak Alam) Faculty of Pharmacy Abdul Wahab, lbtisam
institution Universiti Teknologi MARA
collection UiTM Institutional Repository
language English
advisor Abdul Wahab, lbtisam
topic RM Therapeutics
Pharmacology
RS Pharmacy and materia medica
spellingShingle RM Therapeutics
Pharmacology
RS Pharmacy and materia medica
Sanusi, Mohd Firdaus
Synthesis of 4-acetoxy-12-benzoyloxystilbene / Mohd Firdaus Sanusi
description This research project aims to synthesize a stilbene analogue, 4-acetoxy-12- benzoyloxystilbene 1 via series of reactions. This study was carried out in four established reactions. Firstly, starting from 4-iodophenol, the substance undergo protection of hydroxy 1 group into 4-iodophenylbenzoate. Then another starting material, 4-hydroxybenzaldehyde was protected by adding the acetoxy group to produce 4- acetoxybenzaldehyde followed by the Wittig reaction to develop 4-acetoxystyrene. The product from the Wittig reaction and 4-iodophenylbenzoate is utilized to synthesize the desired compound, 4-acetoxy-12-benzoyloxystilbene 1 by Heck reaction that involves the use of palladium (II) catalyst, triphenylphosphine ligand, argentum nitrate, potassium acetate and dimethylformamide solvent The products were purified by chromatographic technique by the use of thin layer chromatography plate. UV spectrophotometer and NMR characterization also had been used in the determination of the structure. However, the expected compound to be synthesized were not successfully obtained. Instead an almost structurally identical compound has been synthesized in small amount (18.8%).
format Thesis
qualification_level Bachelor degree
author Sanusi, Mohd Firdaus
author_facet Sanusi, Mohd Firdaus
author_sort Sanusi, Mohd Firdaus
title Synthesis of 4-acetoxy-12-benzoyloxystilbene / Mohd Firdaus Sanusi
title_short Synthesis of 4-acetoxy-12-benzoyloxystilbene / Mohd Firdaus Sanusi
title_full Synthesis of 4-acetoxy-12-benzoyloxystilbene / Mohd Firdaus Sanusi
title_fullStr Synthesis of 4-acetoxy-12-benzoyloxystilbene / Mohd Firdaus Sanusi
title_full_unstemmed Synthesis of 4-acetoxy-12-benzoyloxystilbene / Mohd Firdaus Sanusi
title_sort synthesis of 4-acetoxy-12-benzoyloxystilbene / mohd firdaus sanusi
granting_institution Universiti Teknologi MARA (Kampus Puncak Alam)
granting_department Faculty of Pharmacy
publishDate 2006
url https://ir.uitm.edu.my/id/eprint/98881/1/98881.PDF
_version_ 1811768967065239552