Category: 602-09-5

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 25; 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, 3.7 g bromopropane, 0.2 g tetrabutylammonium bromide and 10 ml ethanol are dropwise added to the round bottom flask, the temperature of the water bath is 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 separating crystal out. The crystal is filtered and the filter cake is washed with diluted alkali solution and icy water as well as recrystallized with ethanol to obtain white crystal 2,2′-dipropoxy-1,1′-binaphthyl with the yield of 93.7%, the melting point of 87 C. and the content, according to HLPC detection, of 96.4%.

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

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

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

A 300mL eggplant-shaped flask, the raw material 1,1′-bi-2-naphthol (5.4g, 19mmol), Zeolyst Co. weighed Zeolith the CBV780 (2.5g), was suspended was added o- dichlorobenzene (30mL). After the suspension was heated to reflux 18 hours, heating was filtered, washed with toluene column. After concentrating the filtrate to approximately o- dichlorobenzene are others, was precipitated by adding methanol. The resultant solid was filtered to give the intermediate 7 as a white powder (4.6g, 18mmol, 90%). It was identified as the desired compound by FDMS (field desorption mass analysis).

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

Reference£º
Patent; Idemitsu Kosan Corporation; Ikeda, Yoichi; Ito, Hirokazu; Kawamura, Masahiro; Saito, Hiroyuki; Ikeda, Takeshi; (125 pag.)KR2015/98631; (2015); 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

602-09-5, Example 25; 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, 3.7 g bromopropane, 0.2 g tetrabutylammonium bromide and 10 ml ethanol are dropwise added to the round bottom flask, the temperature of the water bath is 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 separating crystal out. The crystal is filtered and the filter cake is washed with diluted alkali solution and icy water as well as recrystallized with ethanol to obtain white crystal 2,2′-dipropoxy-1,1′-binaphthyl with the yield of 93.7%, the melting point of 87 C. and the content, according to HLPC detection, of 96.4%.

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

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

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

A 300mL eggplant-shaped flask, the raw material 1,1′-bi-2-naphthol (5.4g, 19mmol), Zeolyst Co. weighed Zeolith the CBV780 (2.5g), was suspended was added o- dichlorobenzene (30mL). After the suspension was heated to reflux 18 hours, heating was filtered, washed with toluene column. After concentrating the filtrate to approximately o- dichlorobenzene are others, was precipitated by adding methanol. The resultant solid was filtered to give the intermediate 7 as a white powder (4.6g, 18mmol, 90%). It was identified as the desired compound by FDMS (field desorption mass analysis).

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

Reference£º
Patent; Idemitsu Kosan Corporation; Ikeda, Yoichi; Ito, Hirokazu; Kawamura, Masahiro; Saito, Hiroyuki; Ikeda, Takeshi; (125 pag.)KR2015/98631; (2015); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

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).

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

Reference£º
Patent; TAOKA CHEMICAL COMPANY LIMITED; MATSUURA, TAKASHI; KAWAMURA, MIO; HIRABAYASHI, SHUNICHI; FUJII, KATSUHIRO; (9 pag.)JP6083900; (2017); B2;,
Chiral Catalysts
Chiral catalysts – SlideShare

It is a common heterocyclic compound, the chiral-catalyst compound, [1,1′-Binaphthalene]-2,2′-diol, cas is 602-09-5 its synthesis route is as follows.,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 carbonate and 180 g of toluene were charged and stirred at 110 C. for 10 hours. After 1300 g of toluene was added to the reaction product, the organic layer was washed with an aqueous solution of sodium hydroxide while maintaining the temperature at 80 C. Next, this organic layer was washed with water until the washing water became neutral. The obtained organic layer was dehydrated under reflux using a Dean Stark apparatus to obtain a toluene solution in which (RS) -2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene was dissolved. Thereafter, when the solution was cooled, crystals precipitated at 63 C. all at once, making it difficult to stir, 1200 g of toluene was added to make it into a slurry state containing crystals and allowed to stir, and then cooled further to 30 C. This was filtered and the crystals were further washed with 200 g of toluene, and the obtained crystals were dried to obtain 198 g of pale yellow crystals of (RS) -2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene The yield was 84.1%, the HPLC purity was 99.1%, the total content of organic substances having a boiling point of 250 C. or lower at 101.3 kPa: 0.1%). Differential scanning calorimetry and powder X-ray diffraction measurement were performed on the obtained crystals. The differential scanning calorimetry chart and the powder X-ray diffraction pattern of the obtained crystal are shown in FIGS. 1 and 2, respectively

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

Reference£º
Patent; TAOKA CHEMICAL COMPANY LIMITED; MATSUURA, TAKASHI; HIRABAYASHI, SHUNICHI; (8 pag.)JP2016/204293; (2016); A;,
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.

602-09-5, The reaction was carried out in an ice bath. Tetrahydrofuran (30 mL) was added to a solution of sodium hydride (1.92 g, 80 mmol)Three-necked flask. A solution of 1,1′-binaphthol (compound (1)) (10 g, 34 mmol) in tetrahydrofuran (50 mL) was dissolvedThe solution was slowly added dropwise to the reaction solution over a period of 20 minutes. After completion of the addition, the reaction was continued for 30 minutes, and then chloromethyl ether (6.4 g, 80 mmol) was slowly added dropwise to the reaction solution. The reaction was continued for about one hour and monitored by thin layer chromatography. After the reaction was complete, the reaction was quenched with water (20 mL). The organic material was extracted with dichloromethane and water and the solvent was removed. The compound (2) was isolated by column chromatography on silica gel using a mixture of petroleum ether and ethyl acetate (5: 1) as the eluent. Yield: 90%.

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

Reference£º
Patent; East China University of Science and Technology; LILIES GROUP CO., LTD; Wang, Limin; Wu, Shengming; Zhang, Kewei; Wang, Feng; Wang, Guifeng; Tian, He; Wang, Zhenyan; Chen, Lirong; Huang, Zhuo; (23 pag.)CN104478915; (2016); B;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO41,mainly used in chemical industry, its synthesis route is as follows.,602-09-5

7H-Dibenzo[c,g]carbazole (12c): 30 g (0.105 mol) of 1,1′-binaphthalene-2,2′-diol (BINOL), 30 g (0.224 mol) of (NH4)2SO3¡¤H2O and 90 ml of 26 % NH4OH was heated at 200C in a 160 ml autoclave (Parr Instrument) for 5 days (after 48 h the pressure dropped from 45 to 18 bar). Upon cooling down, the crude matter was washed with boiling water, dissolved in a 1:1 mixture of EtOH:HCl (conc.), extracted with hot toluene (3×200 ml) and concentrated under vacuum. Residual starting material was removed by extraction with 2M NaOH solution (3×200 ml). Organic layers were combined, dried over Na2SO4, filtered, concentrated and chromatographed on a SiO2 column (50 % DCM in hexanes). Yield: 7.7 g (27 %) of dark-yellow crystalline solid. M.p. 154-156C. 1H NMR (CDCl3, 300 MHz): delta 9.22 (d, J=8.5, 2H), 8.79 (br, s, 1H), 8.05 (dd, J=8.1, 1.3, 2H), 7.89 (d, J=8.7, 2H), 7.74-7.65 (m, 4H), 7.53 (ddd, J=8.0, 6.9, 1.0, 2H).

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
Article; Kerner, Luka?; Gmucova, Katarina; Ko?i?ek, Jozef; Pet?i?ek, Vaclav; Putala, Martin; Tetrahedron; vol. 72; 44; (2016); p. 7081 – 7092;,
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

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).

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

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;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

With the complex challenges of chemical substances, we look forward to future research findings about 602-09-5,belong chiral-catalyst compound

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