Thesis-Final 03 June 2011 pdf - Jacobs University

Results and discussion Chapter 3
Figure 79 : IR spectrum of 5- acetyl p-coumaroyl bisacetonide, (66)
Synthesis of 5-O-p-coumaroylquinic acid, (71)-p207
Scheme 18: Synthesis of 5- o- p-coumaroylquinic acid, (71)
5- coumaroyl -bisacetonide treated with a solution of one part THF to two parts HCl
solution at room temperature. Hydrolysis of the acetal groups was achieved after
twenty four hours as before. The same reaction steps were used as before for the
synthesis of 5-O-p-caffeoylquinic acid (69) and the same reaction was performed for
the synthesis of Synthesis of 5-ferolyl-quinic acid (70), Synthesis of 5-cinnamoylquinic
acid (73) and for the Synthesis of 5-(3,4-dimethoxycinnamoyl)- quinic acid
(72). All the spectroscopic data were in line for the five products. As an example 5-Op-coumaroylquinic
acid spectral data are analysed below.
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