Category: 602-09-5

[1,1′-Binaphthalene]-2,2′-diol, cas is 602-09-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,602-09-5

General procedure: Separately, each of the dihydroxy-substituents, catechol (a), 2,3-dihyroxynaphthalene (b), 2,2′-dihydroxy-1,1′-bisnaphthalene (c) (50 mmol), and NaOH (0.12 mol) were dissolved in 20-25 ml ethanol and 2-chloroethanol (0.12 mol) was added to this solution dropwise over 15 min. After refluxing the reaction mixture for 20 h, the resulting solid was separated by filtration. Ethanol was evaporated in vacuo and the resulting oily product was dissolved in 200 ml chloroform. The chloroform solution was washed with 3% NaOH and then with distilled water until the pH reached neutrality.

As the rapid development of chemical substances, we look forward to future research findings about 602-09-5

Reference£º
Article; Kertmen, Ahmet; Szczygelska-Tao, Jolanta; Chojnacki, Jaros?aw; Tetrahedron; vol. 69; 49; (2013); p. 10662 – 10668;,
Chiral Catalysts
Chiral catalysts – SlideShare

602-09-5, [1,1′-Binaphthalene]-2,2′-diol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

20.0 g (69.93 mol) of the starting material SM-0 was dissolved in 300 ml of anhydrous dichloromethane, 27.5 g (0.35 mol) of pyridine and 1.5 g of DMAP were added, 43.4 g (0.15 mol) of a solution of trifluoromethanesulfonic anhydride dissolved in dichloromethane was slowly added dropwise, the reaction was stirred at room temperature for 8 hours, and stirred with 300 ml of water for 30 minutes, the organic phase was collected, concentrated, dried, and purified using silica gel column, concentrated and dried under reduced pressure to obtain 36.5 g of a white solid in a yield of 95% ., 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; Shijiazhuang Cheng Zhiyonghua Display Materials Co., Ltd.; Cao Jianhua; Wang Shibo; Dong Liang; Zhang Jianchuan; Sui Yan; Tang Yongshun; (39 pag.)CN108623430; (2018); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

602-09-5, [1,1′-Binaphthalene]-2,2′-diol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 3000 mL four-necked flask, 343.2 g (1.2 mol) of (¡À)-1,1′-bi(2-naphthol), 600 g of toluene, 48 g of N,N-dimethylacetamide, 22.8 g of potassium carbonate and 704 g (3 mol) of ethylene carbonate. After 6 hours of reaction at 100 C, The content of (¡À) -2,2′-bis- (2-hydroxyethoxy) -1,1′-binaphthalene was less than 0.1% by HPLC analysis, and the reaction was stopped. Toluene was added, washed with water to neutrality, and the solid was precipitated by cooling, and put into a 1000 mL oven with spiral stirring. Toluene was added, washed with water to neutrality, and the solid was precipitated by cooling, and put into a 1000 mL oven with spiral stirring. Grinding the dried under vacuum, drying temperature 85 , drying time of 18 hours, to give (¡À) -2,2′- two – (2-hydroxyethoxy) -1,1′-binaphthyl 391.73g, yield 87.19%., 602-09-5

As the paragraph descriping shows that 602-09-5 is playing an increasingly important role.

Reference£º
Patent; Jiangsu Yong Xing Chemical Co., Ltd.; Xu Weihua; Zhao Jinlong; Lu Guoyuan; Zhang Qiang; (15 pag.)CN110483259; (2019); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

[1,1′-Binaphthalene]-2,2′-diol, cas is 602-09-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,602-09-5

In a glass reactor equipped with a stirrer, cooler and thermometer,286 g (1 mol) of (RS) -1,1′-bi-2-naphthol;194 g (2.2 mol) of ethylene carbonate,Charge 15 g of potassium carbonate and 450 g of toluene,The reaction was performed at 110 C. for 10 hours. After diluting the reaction solution by adding 540 g of toluene,The organic solvent layer was washed by adding 290 g of a 10% by mass aqueous sodium hydroxide solution.Subsequently, the washing with water was repeated using 500 g of water until the washed water became neutral. After washing with water, trisodium phosphate dodecahydrate 1. 6 g was added and the mixture was stirred for 30 minutes. Thereafter, the mixture was cooled from 80 C. to 30 C. at a rate of 0.5 C./min, filtered under reduced pressure (50 kPa) and dried,(RS) -2,2′-bis (2-hydroxyethoxy)-1,1′-binaphthalene317 g (yield: 84.5% by mass, purity: 99.6%, D50: 58 mum) of white crystals of the compound were obtained. The phosphorus content in the obtained crystals was 47 mass ppm.

As the rapid development of chemical substances, we look forward to future research findings about 602-09-5

Reference£º
Patent; DKS Co Ltd; Saito, Daisuke; Umeda, Kazutoshi; (9 pag.)JP6615397; (2019); B1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

The chiral-catalyst compound, name is [1,1′-Binaphthalene]-2,2′-diol,cas is 602-09-5, mainly used in chemical industry, its synthesis route is as follows.,602-09-5

Example 15: Separation of (S)-1 , 1 ‘-bi-2-naphthol from (RS)-1 ,1′-bi-2-naphthol via formation of binary/ternary co-crystal with 3-alkyl-4-(1′-phenylethylamino)butanoic acid. 3-alkyl-4-(1′-phenylethylamino)butanoic acid (0.385 moles) was dissolved in methanol (five volumes) and (RS)-1 ,1′-bi-2-naphthol (0.35 moles, i.e. 100 g) was added to it at room temperature. The mixture was stirred at 50 C for 2 hour, during which time solid precipitate came out from the reaction mixture. Reaction mixture was allowed to cool to room temperature and filtered under reduced pressure to obtain solid co-crystal.Co-crystal was suspended in methanol (five volumes) and stirred at 50 C for 2 h. After which reaction mixture was cooled to room temperature and filtered under reduced pressure to obtain pure solid co-crystal.Pure co-crystal was suspended in a biphasic mixture of ethyl acetate (2.5 volumes) and 1Lambda/ hydrochloric acid (2.5 volumes) and stirred for 30 to 45 min to decompose the complex. Aqueous phase was washed with 2 volumes of ethyl acetate. Organic phases were mixed together and washed with brine, followed by drying over sodium sulfate. Solvent was evaporated under vacuum to obtain optically pure (S)-1 ,1′-bi-2-naphthol which was analyzed for ee on chiral chromatography.Chiral chromatographic conditions for (S)-1.1′-bi-2-naphtholRetention time for (S)-1, 1′-bi-2-naphthol : 17.77 minRetention time for (R)-1, 1′-bi-2-naphthol : 20.64 minInstrument HPLC using a Shimadzu LC 2010 system equipped Pump, Injector, UV detector and Recorder Column: Chiral Pak IA, 4.6mm x 250mm, 5muiotaeta, column oven temperature 40 C Detector. UV at 230 nm.Mobile phase: n-hexane (94) :n-butanol (5) : ethanol (1): trifluoroacetic acid (0.3 mL) Flow rate: 1 mL minInjection volume: 20 muIota.Yield and enantiomeric excess of (S)-1 ,1′-bi-naphthol using various 3-alkyl-4-(1′- phenylethylamino)butanoic acids for co-crystal formation during resolution of (RS)-1 ,1 – bi-naphthol are tabulated below in table 4:Table 4* Data represented for antipode of (S)-1 ,1’-bi-naphthol.

As the rapid development of chemical substances, we look forward to future research findings about 602-09-5

Reference£º
Patent; LUPIN LIMITED; ROY, Bhairab, Nath; SINGH, Girij, Pal; LATHI, Piyush, Suresh; MITRA, Rangan; WO2012/7814; (2012); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare

602-09-5, [1,1′-Binaphthalene]-2,2′-diol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

602-09-5, Example 26; 1.0 g NaOH, 20 ml water and 2.8 g 2,2′-dihydroxy-1,1′-binaphthyl prepared in the step a) of the Example 19 are added to a round bottom flask with the volume of 100 mL and are then stirred to be dissolved, 4.1 g n-butyl bromine, 0.2 g tetrabutylammonium bromide and 10 ml ethanol are dropwise added to the round bottom flask, the temperature of the water bath is maintained at 70 C., and after the reaction is performed for 4 hours, the reaction product is poured, while hot, into 50 g crushed ice, followed by stirring to further separate crystal out. The crystal is filtered the filter cake is washed with alkali solution and icy water to obtain light yellow granular solid. The solid is recrystallized with ethanol to obtain yellow-white crystal 2,2′-dibutoxy-1,1′-binaphthyl with the yield of 92.3%, the melting point of 85 C. and the content, according to HLPC detection, of 96.6%.

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; Wang, Licai; Gao, Zhanxian; Li, Wei; Zheng, Guotong; Dong, Qingxin; Liu, Riping; Wang, Xiaohuan; Zhang, Nan; Wang, Jingzhuang; Cai, Shimian; US2011/301385; (2011); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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.

In a glass reactor equipped with a stirrer, cooler and thermometer,286 g (1 mol) of (RS) -1,1′-bi-2-naphthol;194 g (2.2 mol) of ethylene carbonate,Charge 15 g of potassium carbonate and 450 g of toluene,The reaction was performed at 110 C. for 10 hours. After 540 g of toluene was added to this reaction solution to dilute it, 290 g of a 10% by mass aqueous sodium hydroxide solution was added to wash the organic solvent layer. continue,Washing with 500 g of water was repeated until the washed water became neutral. After washing with water, 1.0 g of an aqueous solution of sodium silicate (trade name: sodium silicate solution, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was added to the organic solvent layer, and the mixture was stirred for 30 minutes. Thereafter, the mixture was cooled from 80 C. to 30 C. at a rate of 0.5 C./min, filtered under reduced pressure (50 kPa) and dried,(RS) -2,2′-bis (2-hydroxyethoxy)-1,1′-binaphthaleneCompound313 g of white crystals(Yield: 83.5% by mass, purity: 99.6%, D50: 55 mum).The silicon content in the obtained crystals was 73 mass ppm., 602-09-5

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DK Co Ltd; Saito, Daisuke; Umeda, Kazutoshi; (9 pag.)JP6615398; (2019); B1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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.

General procedure: Separately, each of the dihydroxy-substituents, catechol (a), 2,3-dihyroxynaphthalene (b), 2,2′-dihydroxy-1,1′-bisnaphthalene (c) (50 mmol), and NaOH (0.12 mol) were dissolved in 20-25 ml ethanol and 2-chloroethanol (0.12 mol) was added to this solution dropwise over 15 min. After refluxing the reaction mixture for 20 h, the resulting solid was separated by filtration. Ethanol was evaporated in vacuo and the resulting oily product was dissolved in 200 ml chloroform. The chloroform solution was washed with 3% NaOH and then with distilled water until the pH reached neutrality., 602-09-5

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kertmen, Ahmet; Szczygelska-Tao, Jolanta; Chojnacki, Jaros?aw; Tetrahedron; vol. 69; 49; (2013); p. 10662 – 10668;,
Chiral Catalysts
Chiral catalysts – SlideShare

602-09-5, [1,1′-Binaphthalene]-2,2′-diol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

NaH (1.92 g, 80 mmol) was added to DMF (30 mL) in an ice bath. BINOL (1,1?-bi-2-naphthol) (10 g , 34 mmol) in THF (50 ml) was dropped to this solution for 20 min. After 30 min, chloromethyl methyl ether (6.4 g, 80 mmol) was dropped to this solution for 20 min. The reaction was monitored by TLC. After 1 h stirring, 3 was isolated from the organic layer by extraction of the reaction mixture with chloroform and water. The product 3 was further purified by silica gel column chromatography with a petroleum ether/ethyl acetate (5/1)mixture. Yield: 90%.1H NMR (400 MHz, CDCl3) delta 7.95-7.93 (d, J = 9.6Hz, 2H), 7.87-7.85 (d, J = 8.4 Hz, 2H), 7.58-7.56 (d, J = 9.6 Hz, 2H),7.35-7.31 (m, 2H), 7.23-7.14 (m, 4H), 5.08-4.96 (q, J = 6.8 Hz, 4H), 3.13 (s,6H)., 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
Article; Zhang, Kewei; Wu, Shengying; Qu, Dahui; Wang, Limin; Tetrahedron Letters; vol. 57; 10; (2016); p. 1133 – 1137;,
Chiral Catalysts
Chiral catalysts – SlideShare