Analyzing the synthesis route of 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.

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 32.0 g (0.112 mol), ethylene carbonate 22. 5g (0.256mol), was charged with potassium carbonate 1.6g and toluene 32g, after a heated slurry state up to 110 , and reacted for 10 hours at 110 .A result that was confirmed by HPLC, the remaining amount of 1,1′-bi-2-naphthol was 0.1% or less.After dilution with toluene 416g to the reaction mixture, the organic solvent phase containing the reaction mixture was washed with 10% aqueous sodium hydroxide 48 g, then the wash water was washed with water until neutral.After washing with water, was refluxed dehydrated organic solvent phase, then cooled to room temperature, filtered, the white crystals dried to (RS)-2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene compound obtained (83.3% yield, HPLC purity 99.7%, YI value: 2.8)., 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 COMPANY LIMITED; MATSUURA, TAKASHI; KAWAMURA, MIO; HIRABAYASHI, SHUNICHI; FUJII, KATSUHIRO; (9 pag.)JP6083900; (2017); B2;,
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New learning discoveries about 602-09-5

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

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.

602-09-5, 150.0 g (523.88 mmol) of 1 ,1 ‘-bi-2-naphthol (compound II), 138.37 g (1571 .3 mmol) of ethylene carbonate (3 equiv.) and 21 .75 g (157.13 mmol) of potassium carbonate (30 mol-%) in 1 L toluene were heated under reflux for at least 5 to 6 hours, by maintaining argon atmosphere. During the reaction gas evolves. The reaction is monitored by TLC using TBME as solvent. When TLC indicates complete reaction the slightly yellow reaction mixture is cooled to 70C and mixed with 100 g of water (Caution: CO2 gas evolution) The reaction mixture is then stirred for further 10-15 min at 70C to dissolve potassium carbonate. The stirrer is stopped and phases are separated at about 70C. The organic phase is washed with 100 g of 5% w/w aqueous solution of NaOH at 80- 90C for at least 1 h (Caution: CO2 gas evolution), followed by washing with water (each 100 mL) at 70C, until the pH of the washing water is neutral (pH 7). 15 g of charcoal is optionally added to the organic phase and the mixture is stirred at 70C for 30 min. Then the warm solution is filtered through Celite. The clear and slightly yellowish filtrate is cooled to RT and product crystallizes in the form of thin platelets. The solid is filtered off, washed with toluene and dried. 142-170 g (72.4-86.7 %) of the title compound are obtained as a white, dry solid.

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

Reference£º
Patent; REUTER CHEMISCHE APPARATEBAU KG; REUTER, Karl; ANDRUSHKO, Vasyl; KANTOR, Mark; STOLZ, Florian; KATO, Noriyuki; KONDO, Mitsuteru; SHIRATAKE, Munenori; ISHIHARA, Kentarou; IKEDA, Shinnya; SUZUKI, Shouko; HIROSE, Kouji; OSHIMA, Kensuke; NAGAYAMA, Shyouya; (45 pag.)WO2019/43060; (2019); A1;,
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Simple exploration of 602-09-5

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

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

A solution of 5.73 g (20 mmol) of (1,1′-binaphthyl) -2,2′-diol and 4.10 g (20 mmol) of p-TsOH were dissolved in 150 mL of toluene,The solution was stirred at 100 & lt; 0 & gt; C for 12 hours.The reaction solution was cooled to room temperature,Adding a potassium carbonate solution thereto,The organic layer was extracted three times by using 60 mL of ethyl acetate.The organic layer thus collected was dried with magnesium sulfate,The residue obtained after the solvent was evaporated from the silica gel column chromatography was used to separate and purify the residue,To obtain 3.76 g of intermediate I-1 (yield: 70%).The compounds thus produced were determined by using liquid chromatography-mass spectrometry (LC-MS)., 602-09-5

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

Reference£º
Patent; Sanxing Display Co., Ltd.; Shen Wenji; Li Yinyong; Jin Rongguo; Po Junhe; Li Xiaorong; Zheng Enzai; Huang Xihuan; Jin Meigeng; Liang Chengjue; (89 pag.)CN106565689; (2017); A;,
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Simple exploration of 602-09-5

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

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, In a glass reactor equipped with a stirrer, a condenser, and a thermometer,180 g (0.629 mol) of (RS) -1,1′-bi-2-naphthol,127 g (1.439 mol) of ethylene carbonate,9.0 g of potassium carbo

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

 

Downstream synthetic route of 602-09-5

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

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, 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.

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

Reference£º
Patent; DKS Co Ltd; Saito, Daisuke; Umeda, Kazutoshi; (9 pag.)JP6615397; (2019); B1;,
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Share a compound : 602-09-5

602-09-5 is used more and more widely, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol

[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

under nitrogen protection,2.5 g of binaphthol was dissolved in 100 ml of tetrahydrofuran,The solution was cooled to 0 C,Then slowly add 0.88 g of sodium hydride and stir for 15 minutes.Take 1.65 ml of 98% chloromethyl ether slowly,The mixture was warmed to room temperature for 4 hours and quenched with water.Extracted with ethyl acetate, dried over anhydrous sodium sulfate,The column was purified by silica gel column to give 2.3 g of product as a 71% yield.

602-09-5 is used more and more widely, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol

Reference£º
Patent; University of Jinan; LYU, ZHENGLIANG; HUANG, XIMING; FAN, CHUNHUA; (12 pag.)CN104496997; (2016); B;,
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Analyzing the synthesis route of 602-09-5

With the synthetic route has been constantly updated, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol,belong chiral-catalyst compound

As a common heterocyclic compound, it belong chiral-catalyst compound,[1,1′-Binaphthalene]-2,2′-diol,602-09-5,Molecular formula: C20H14O2,mainly used in chemical industry, its synthesis route is as follows.,602-09-5

In a 500 mL four-necked flask,Add (¡À)-1,1′-link (2-naphthol) 28.6 g (0.1 mol),50g toluene,4g of N,N-dimethylacetamide,1.9 g of potassium carbonate and ethylene carbonate 22 g (0.25 mol).After 6 hours of reaction at 100oC,The content of (¡À) -2,2′-bis- (2-hydroxyethoxy) -1,1′-binaphthyl was less than 0.1%Stop the reaction.Adding toluene,Water to neutral,Cooling precipitates solids,After vacuum drying for 12 hours,31.8 g of (¡À) -2,2′-bis- (2-hydroxyethoxy) -1,1′-binaphthyl was obtained,The yield is 84.9%.High-performance liquid chromatography (HPLC) analysis of 99.2% purity,Loss on drying at 120 degrees is 0.10%

With the synthetic route has been constantly updated, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol,belong chiral-catalyst compound

Reference£º
Patent; Jiangsu Yong Xing Chemical Co., Ltd.; Xu Weihua; Su Bo; Lu Guoyuan; Zhang Qiang; (6 pag.)CN107176905; (2017); A;,
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The important role of 602-09-5

With the complex challenges of chemical substances, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol

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

(¡À)-BINOL (24.9 g, 86.9 mmol), 1-bromobutane (25.0 g, 182.5 mmol), potassium carbonate (36.0 g, 260.7 mmol) was added to a solution of DMAc (250 mL), and the mixture was stirred at 90 C. for 10 hours for reaction. Further, potassium carbonate (15.0 g, 108.5 mmol), 1-Bromobutane (11.5 g, 83.9 mmol) was added, the mixture was stirred at the same temperature for 12 hours and reacted. After cooling to room temperature, toluene and ion exchanged water were added, the organic layer was washed twice with ion exchanged water, and the solvent was distilled off under reduced pressure. Methanol was added to the concentrate, the solid content was dispersed, filtered, dried under reduced pressure at 40 C., Intermediate 172A (32.1 g, 92.7%) was obtained as a cream colored solid.

With the complex challenges of chemical substances, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol

Reference£º
Patent; ADEKA CORPORATION; YANAGISAWA, SATOSHI; MIHARA, TAIKI; MIYAKE, JUNYA; (60 pag.)JP2017/149661; (2017); A;,
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Share a compound : 602-09-5

602-09-5 is used more and more widely, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol

[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

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 is used more and more widely, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol

Reference£º
Patent; Taoka Chemical Co., Ltd.; MATSUURA, TAKASHI; KAWAMURA, MIO; HIRABAYASHI, SHUNICHI; FUJII, KATSUHIRO; (23 pag.)JP2015/187098; (2015); A;,
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The important role of 602-09-5

With the complex challenges of chemical substances, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol

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

[ 1 , 1 ,-Binaphthalene]-2,2′-diol (30.0 g, 0. 1 05 mo I, 1 .0 eq. ) was placed in a flask and flushed with argon. Anhydrous toluene (300 m L ) was added, followed by trifluoromethanesulfonic acid (1 1.7 ml., 0.2 1 0 mo I, 2.0 eq. ). After further degassing, the mixture was re fluxed for 48 hours. After cool ing, the organic layer was extracted with water (500 m l. ), dried over gSO i, and reduced under vacuum until precipitation. Hexane (300 ml.) was then added, and the resulting suspension was stirred for 2h before being filtered off. This solid was dissolved in DC I, and filtered over silica (elution with hexane / DCM 2 : 1 ). The volume of the fraction obtained was reduced to ca. 50 m l., and the resulting crystals were filtered off, yielding the title compound.

With the complex challenges of chemical substances, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol

Reference£º
Patent; NOVALED GMBH; DENKER, Urlich; ZOeLLNER, Mike; GRAeF, Katja; SENKOVSKYY, Volodymyr; WALLIKEWITZ, Bodo; SCHOLZ, Johannes; FREY, Julien; (143 pag.)WO2016/180891; (2016); A1;,
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