Research On The Condensation Reaction Of Betti Base With Dicarbonyl Compound

Chiral amino-hydroxy compounds, as a family of popular chiral ligands and chiral auxiliary reagents, have been studied widely. The thesis here described the chiral resolution of Betti Base and the synthesis of their derivatives. Also we researched the resolution of Betti base and their derivatives by high-performance liquid chromatography and chiral stationary phase method. Then, we do the research on the condensation reaction of Betti base with dicarbonyl compounds.In the chapter one, that was reviewed the preparation, resolution and application of the Betti base and their derivatives.In the chapter two, the condition of resolution of Betti base and its derivatives were established. The optimum condition was obtained that Betti Base can be baseline separated using mobile phase （V/V/V） CH₃OH: CH₃CN: 25 mmol/L K₂HPO₄=13:12:75, PH=7.5, flow rate is 0.2 mL/min. The optimum condition of 1-[phenyl[（E）-（phenylmethylene）amino]-methyl]-2-naphthalenol and 1-（-Pyrrolidinylbenzyl）-2-naphthol can be separated by using mobile phase of （V/V） CH₃OH为25 mmol/L K₂HPO₄ （pH 7.5）=20:8, PH=7.5, flow rate is lmL/min.In the chapter three, the derivatives of Betti base were synthesized and resoluted. Then their potential applications withα,β-dicarbonyl we were studied. At room temperature, A new tetradentate Schiff base ligand 9 that has similar type to Salen through condensation reaction was prepared by 40% glyoxal and Betti base in methanol. A new Schiff base was synthesized by acetylacetone and Betti base, which being enol form.In the chapter four, research on Betti Base and their derivatives with glutaraldehyde or o-phthaldialdehyde in the presence of NaCN, and we obtained Betti base derivatives of 14 and 17 by condensation reaction which were in 78-89% yield.