With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.602-09-5,[1,1′-Binaphthalene]-2,2′-diol,as a common compound, the synthetic route is as follows.
Stirrer, condenser, and a glass reactor equipped with a thermometer, (RS) -1,1′- bi -2-naphthol 180g (0.629mol), ethylene carbonate 127g (1.439mol), was charged with potassium carbonate 9.0g and toluene 180g, 10 at 110 It was stirred time. The mother liquor 110 obtained in toluene 200g and Production Example 1 in the reaction productAfter the addition of 0g, the organic solvent layer kept at 80 , and washed with sodium hydroxide aqueous solution. SubsequentlyThe organic solvent layer, wash water was washed with water until neutral. Dee and the resulting organic solvent layerTo obtain a dehydrated crystallization solution under reflux using a Nsutaku equipment, cold in such a way that 30 after 8 hoursTo precipitate a crystal at 39 by retirement. Thus obtained slurry solution of the above-mentioned conditionsIn After filtration, further wash the crystal with toluene 200g,It was separated into the crystal section and the mother liquor . ThisIt took 10 minutes to filtration and washing operation . Also , it was analyzed to collect part of the resulting crystals , sinteredSolvent content of Akirachu is 15 wt % , the shape of the crystals was plate- shaped crystals . It is separated by filtrationThe mother liquor was 1603g. Then , drying the crystals obtained by the filtration operation (RS) -2,2′- Bis ( 2-hydroxyethoxy ) -1,1′- binaphthalene of white crystals 2Was obtained 11g (89.5% yield , HPLC purity 99.7%, YI value : 4 ) . The obtained crystalsThe physical properties as follows [DSC melting endotherm maximum : 107 , powder X-ray diffraction pattern : polymorph C,Crystal shape : plate-like crystal , aspect ratio : 1.3 (absolute value of the width : 70mum), mode diameter and jointThe ratio of the Anne diameter (Dmode / Dmedian): 1.0]., 602-09-5
602-09-5 [1,1′-Binaphthalene]-2,2′-diol 762831, achiral-catalyst compound, is more and more widely used in various fields.
Reference£º
Patent; Taoka Chemical Co., Ltd.; MATSUURA, TAKASHI; KAWAMURA, MIO; HIRABAYASHI, SHUNICHI; FUJII, KATSUHIRO; (23 pag.)JP2015/187098; (2015); A;,
Chiral Catalysts
Chiral catalysts – SlideShare