Tag: M.W:200-300

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
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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
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Name is [1,1′-Binaphthalene]-2,2′-diamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 4488-22-6, its synthesis route is as follows.,4488-22-6

General procedure: To a two-necked round-bottomed flask (50 mL) equipped with a magnetic stir bar, was added biaryldiamine 1 (or 3) (0.1 mmol) under the air. The flask was capped with a rubber septum, evacuated, and refilled with N2 gas for three times. Solvent (10 mL) and 2,6-lutidine (23.5 mg, 0.22 mmol or none) were added to the tube through the septum. To the mixture, was added t-BuOCl (23.8 mg, 0.22 mmol or 43.4 mg, 0.40 mmol) through the septum at the indicated temperature. The resulting solution was stirred for the indicated time (Table 2 in the text) before quenched with aqueous Na2S2O3 solution (1.0 M, 20 mL), and the resulting mixture was extracted with CH2Cl2 (20 mL ¡Á 3). The combined organic extracts were dried over Na2SO4 and concentrated under vacuum to give the crude product. Purification by flash column chromatography on silica gel gave the corresponding 7,8-diaza[5]helicene (for example, compound 2a: 27.2 mg, 97%).

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

Reference£º
Article; Takeda, Youhei; Okazaki, Masato; Maruoka, Yoshiaki; Minakata, Satoshi; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 9 – 15;,
Chiral Catalysts
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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
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As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is (R)-2′-amino-[1,1′-binaphthalen]-2-ol, and cas is 137848-28-3, its synthesis route is as follows.,137848-28-3

General procedure: Modified method [67]. 3-tert-Butylsalicylaldehyde (1.78 g,10.0 mmol) was mixed with (R)-2-amino-2′-hydroxy-1,1′-binaphthyl (2.85 g, 10.0 mmol) in dry toluene (50 mL). A few 4 A molecular sieves were added, and the solution was warmed up to 70 Cand kept for two days at this temperature. The solution was filtered and the solvent was removed under reduced pressure. The residue was purified by column chromatography (n-hexane/ethyl acetate= 5:1) to give 2H2 as a yellow solid. Yield: 4.09 g (92%). M.p.: 86-88 C. 1H NMR (C6D6): d 13.28 (s, 1H, OH), 8.31 (s, 1H, CHN), 7.80 (m, 4H, aryl), 7.62 (d, J = 8.4 Hz, 1H, aryl), 7.38 (d, J = 8.9 Hz,1H, aryl), 7.22 (m, 5H, aryl), 7.12 (m, 2H, aryl), 6.87 (d, J = 7.5 Hz,1H, aryl), 6.71 (t, J = 7.6 Hz, 1H, aryl), 4.52 (br s, 1H, OH), 1.45 (s,9H, CH3). These spectroscopic data were in agreement with those reported in the literature [67].

With the complex challenges of chemical substances, we look forward to future research findings about 137848-28-3,belong chiral-catalyst compound

Reference£º
Article; Chen, Liang; Zhao, Ning; Wang, Qiuwen; Hou, Guohua; Song, Haibin; Zi, Guofu; Inorganica Chimica Acta; vol. 402; (2013); p. 140 – 155;,
Chiral Catalysts
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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
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1,4,7,10,13-Pentaoxacyclopentadecane, cas is 33100-27-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,33100-27-5

Sodium hydride (60percent dispersion in mineral oil, 0.14 g) was added portionwise to a stirred solution of a portion (0.87 g) of the 3-hydroxypyrrolidine so obtained and 1,4,7,10,13-pentaoxacyclopentadecane (hereinafter 15-crown-5, 0.05 g) in DMF (10 ml). The mixture was stirred at ambient temperature for 15 minutes. A solution of methyl 4-toluenesulphonate (0-56 g) in THF (2 ml) was added dropwise and the mixture was stirred at ambient temperature for 2 hours. The mixture was partitioned between diethyl ether and water. The organic phase was dried (Na2 SO4) and evaporated. The residue was purified by column chromatography using increasingly polar mixtures of hexane and ethyl acetate as eluent. There was thus obtained 1-benzyl-3-(3,5-difluorophenyl)-3-methoxypyrrolidine (0.82 g, 90percent).

33100-27-5 is used more and more widely, we look forward to future research findings about 1,4,7,10,13-Pentaoxacyclopentadecane

Reference£º
Patent; Zeneca Limited; Zeneca Pharma S.A.; US5420298; (1995); A;,
Chiral Catalysts
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[1,1′-Binaphthalene]-2,2′-diamine, cas is 4488-22-6, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,4488-22-6

7-1A (28.5 g, 100 mmol) was dissolved in acetonitrile (MeCN), and 10 ml of hydrochloric acid was slowly added thereto, followed by stirring at room temperature for 3 hours. After the reaction was completed by adding water, the resulting solid was filtered, washed with an aqueous solution of potassium carbonate and dried to obtain the compound of Formula 7-1B (25 g, yield 90%).

4488-22-6 is used more and more widely, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diamine

Reference£º
Patent; LG Chemical Co., Ltd.; Sin, Chang Hwan; Kim, Kong Gyeom; Cheon, Min Sung; Kwon, Hyuk Jun; Kim, Dong Heon; (50 pag.)KR101656560; (2016); B1;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO33,mainly used in chemical industry, its synthesis route is as follows.,23190-16-1

To a 5 L round bottom flask equipped with an overhead stirrer, thermocouple and distillation head, was charged 550 g (2.579 mol) of (1R, 2S)-diphenyl-2-aminoethanol, 457 g (3.868 mol, 1.5eq) of diethylcarbonate, 18 g (0.258 mol, O.leq) of NaOEt in 100 mL of EtOH and 3.5 L of toluene. The reaction was heated until an internal temperature of 90C was reached and EtOH distillation began. The reaction was refluxed until an internal temperature of 110C was reached (7 hours). For every 500 mL of solvent that was removed via the distillation head, 500 mL of toluene was added back to the reaction. A total of about 1.6 L of solvent was removed. The reaction was allowed to cool to room temperature and then filtered on a 3 L coarse fritted funnel with 2 psig N2. Nitrogen was blown over the cake overnight to give 580 g (94% yield) of the title compound: ‘H NMR (DMSO) No. 7.090-6.985 (m, 6H), 6.930-6.877 (m, 4H), 5.900 (d, 1H, J = 8.301), 5.206 (d, 1H, J = 8.301).

With the synthetic route has been constantly updated, we look forward to future research findings about (1R,2S)-2-Amino-1,2-diphenylethanol,belong chiral-catalyst compound

Reference£º
Patent; PFIZER JAPAN, INC.; PFIZER INC.; WO2005/102390; (2005); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare

Name is [1,1′-Binaphthalene]-2,2′-diamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 4488-22-6, its synthesis route is as follows.,4488-22-6

(1) Synthesis of N,N’-di-p-toluenesulfonyl-1,1′-binaphthyl-2,2′-diamine Under nitrogen atmosphere, to a solution in which 1,1′-binaphthyl-2,2′-diamine (0.5 mmol) was dissolved in pyridine (1 mL) was added p-toluenesulfonyl chloride (1.1 mmol) at room temperature, and the mixture was reacted for 5 to 12 hours with stirring. After completion of the reaction, the resulting red suspension was diluted with ethyl acetate, and back-extracted with 1N hydrochloric acid to remove pyridine. The resulting organic layer was dried with sodium sulfate to remove the solvent, and the residue was purified by column chromatography to obtain an objective substance as a pale yellow to white solid in more than 95% yield.

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

Reference£º
Patent; Terada, Masahiro; Uraguchi, Daisuke; Sorimachi, Keiichi; Shimizu, Hideo; US2007/142639; (2007); A1;,
Chiral Catalysts
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