Month: June 2021

Adding a certain compound to certain chemical reactions, such as: 346-06-5, (2-(Trifluoromethyl)phenyl)methanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Safety of (2-(Trifluoromethyl)phenyl)methanol, blongs to alcohols-buliding-blocks compound. Safety of (2-(Trifluoromethyl)phenyl)methanol

General procedure: To a soln. or suspension of intermediate A-3 or E-3 (1 eq) and alcohol BB-9 (1.1 to 6 eq) in toluene (3.4 to 24 mL/mmol) was added a 1 M soln. of (tributylphosphoranylidene)acetonitrile in toluene (1.1 to 2 eq) under argon. The rxn mixture was heated to a given temperature and stirred for a given time (see (1477) Table ). When necessary to reach completion of the rxn, extra amounts of a 1M soln. of (tributylphosphoranylidene)acetonitrile in toluene (0.2 eq) were sequentially added under argon. It was quenched with water or a sat. aq. soln. of NaHC( and extracted with EtOAc or DCM. The combined org. phases were washed with brine, dried over MgS04 and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc or DCM/MeOH. When necessary, an additional purification by prep. LC-MS using methods 2, 3, 4 or 5 was performed.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,346-06-5, (2-(Trifluoromethyl)phenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (266 pag.)WO2019/137927; (2019); A1;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Recommanded Product: Cyclopent-3-enol

To a dry, argon purged three-neck round bottom flask (1000 mL) were added anhydrous dichloromethane (100 mL) and Et2Zn (28 mL, 273 mmol) at 0 C. (CAUTION: Source of argon can not be from needle. Use appropriate glass adapter only. A second bubbler can also be attached to the flask to prevent excessive pressure build up.) Cyclopenten-3-ol (10.0 mL, 119 mmol) was then added dropwise (large quantity of ethane gas was produced) to the flask and the reaction mixture was allowed to stir until the evolution of gas had ceased. Diiodomethane (22 mL, 242 mmol) was then added dropwise over a period of 30 minutes. The reaction was allowed to warm to room temperature and continued to stir overnight under a positive flow of argon, at which point TLC analysis had indicated complete disappearance of the starting alcohol. The reaction was then diluted with CH2Cl2 and quenched with 2M HCl (white precipitate should be completely dissolved). The biphasic mixture was poured into a reparatory funnel and the organic layer was collected. The solvent was removed under reduced pressure until 100 mL of material containing compound 301 remained.

With the rapid development of chemical substances, we look forward to future research findings about 14320-38-8.

Reference:
Patent; GILEAD SCIENCES, INC.; Delaney, William E.; Link, John O.; Mo, Hongmei; Oldach, David W.; Ray, Adrian S.; Watkins, William J.; Yang, Cheng Yong; Zhong, Weidong; US2013/273005; (2013); A1;,
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Electric Literature of 5343-92-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5343-92-0, name is 1,2-Pentanediol. This compound has unique chemical properties. The synthetic route is as follows.

IFO therefore was electrochemically oxidized in acetonitrile in the presence of various alcohols with 5 carbon atoms. The reaction was stopped when all the starting material appeared to be consumed as monitored by TLC. At the end of the reaction, sodium bicarbonate (1 Eq.) was added to the medium to neutralize electrogenerated hydrons. The proportions of the various diastereomers were determined on the crude reaction mixture by 31P-NMR before being isolated by ?flash chromatography?.

According to the analysis of related databases, 5343-92-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INSTITUT GUSTAVE ROUSSY; Paci, Angelo; Martens, Thierry; Rivard, Michael; Couvreur, Patrick; Desmael, Didier; Caron, Joachim; US2013/261088; (2013); A1;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 78573-45-2, name is 3-(3-(Trifluoromethyl)phenyl)propan-1-ol, molecular formula is C10H11F3O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Quality Control of 3-(3-(Trifluoromethyl)phenyl)propan-1-ol

2.51 g (14.7 mmol) of (R)-1-(1-naphthyl)-ethylamine and 3.01 g (14.7 mmol) of 3-[3-(trifluoromethyl)phenyljpropanol are weight into a flask. The mixture is diluted with 6 ml of toluene and 53 mg (0.45 mol percent) of {IrCp*Cl2]2 is added. The mixture is heated in a bath at t=110 °C under a reflux condenser in the nitrogen atmosphere for 20 hours. After cooling down, the reaction mixture is diluted with a mixture of hexane and ethyl acetate. On addition of a solution of hydrogen chloride in diethylether, a solid salt is formed and by sucking it off 4.83 g (83 percent) of Cinacalcet hydrochloride is obtained in a purity of 97.8 percent (HPLC). The method described in Example 1 was used for HPLC determination.

With the rapid development of chemical substances, we look forward to future research findings about 78573-45-2.

Reference:
Patent; ZENTIVA, K.S.; VLASAKOVA Ruzena; HAJICEK Josef; WO2013/75679; (2013); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 2425-41-4, name is (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol

(8) A mixture of 2-phenyl-5,5-dihydroxymethyl-1,3-dioxane (2.2 g, 0.01 mol)4-nitrophthalonitrile (1.73 g, O. Olmol),Potassium carbonate (6.9 g, 0.05 mol)Add N, N-dimethylformamide, 50 mL; (9) The reaction was heated at 80 C for 12 hours;(10) After the reaction was stopped, the potassium carbonate was filtered off, the solvent was removed,Column chromatography using methanol / dichloromethane = 1/200 phase gave a white solid which was recrystallized from n-hexane / methylene chloride in a yield of 42%

With the rapid development of chemical substances, we look forward to future research findings about 2425-41-4.

Reference:
Patent; Shandong University , Weihai; BAI, MING; LU, RAN; WAN, PEIHONG; (8 pag.)CN104557949; (2016); B;,
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Adding a certain compound to certain chemical reactions, such as: 7218-43-1, 2-[2-(2-Propynyloxy)ethoxy]ethanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 7218-43-1, blongs to alcohols-buliding-blocks compound. Recommanded Product: 7218-43-1

Intermediate 3: 2-(2-(prop-2-ynyloxy)ethoxy)ethylcarbamateTo a solution of 2-(2-(prop-2-yn-1-yloxy)ethoxy)ethan-1-ol (8.99 mmol) in dry DCM (50 ml), was added2,2,2-trichloroacetyl isocyanate (10.79 mmol) at 0 C. After 1 hour stirring at room temperature, thesolvent was evaporated and the reaction mixture was dissolved in 30 ml MeOH en 3 ml Water. K2C03(15.46 mmol) was added and the reaction was allowed to stir overnight. MeOH was evaporated andwater (50 ml) was added. This water layer was extracted twice with EtOAc. The organic layers were combined, washed with brine, dried over anhydrous Na2SO4, filtered and evaporated. A yellow oily liquid was obtained.Yield: 74% (1.2 g), MS (ESI) m/z 226 [M÷K]1H-NMR (ODd3, 400 MHz)6 2.40 (t, J=2.4 Hz, 1H), 3.65 (m, 6H), 4.20 (m, 4H), 4.90 (brs, 2H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7218-43-1, 2-[2-(2-Propynyloxy)ethoxy]ethanol, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITEIT ANTWERPEN; JOOSSENS, Jurgen; AUGUSTYNS, Koen; LAMBEIR, Anne-Marie; VAN DER VEKEN, Pieter; VAN SOOM, Jeroen; MAGDOLEN, Viktor; (66 pag.)WO2015/144933; (2015); A1;,
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Application of 627-27-0 ,Some common heterocyclic compound, 627-27-0, molecular formula is C4H8O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Intermediate 38. [0131] NaH (50% in oil, 2.88 g, 0.06 mol) was slowly added to a solution of Intermediate 37 (3 g, 0.041 mol) in 30 mL anhydrous DMF in ice-bath. After stirring for 0.5 h, BnBr (5.38 mL, 0.045 mol) was added to the reaction solution and stirred at r.t. for overnight. The mixture was poured into 80 mL H2O at 0 C., extracted with EtOAc. The combined organic phase was washed with aq. NH4Cl, brine and dried over Na2SO4. After concentration, the residue was dissolved in PE (petroleum ether), and filtered through a pad of silica gel. The filtrate was concentrated to afford the Intermediate 38 as colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,627-27-0, its application will become more common.

Reference:
Patent; MICURX PHARMACEUTICALS, INC.; GORDEEV, Mikhail Fedorovich; LIU, Jinqian; YUAN, Zhengyu; WANG, Xinghai; US2013/165411; (2013); A1;,
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Electric Literature of 100-37-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 100-37-8, name is 2-(Diethylamino)ethanol, molecular formula is C6H15NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

diethylaminoethyl methacrylate is synthesized by using diethylaminoethanol and methyl methacrylate as raw materials and lithium hydroxide as a catalyst. The process steps are as follows:(1) Synthesis: 300 g (3.0 mol) of methyl methacrylate, 117 g (1.0 mol) of diethylaminoethanol, 10 g of lithium hydroxide and 0.6 g of hydroquinone were added to a 1000 mL with stirring, a thermometer and a vacuum fractionation apparatus. The three-necked flask was heated to 75 C to 85 C, and the temperature at the top of the column was controlled to be 50 C to 55 C. The methanol was continuously separated under a negative pressure of about 600 mmHg, and the reaction was stopped until no methanol was separated (about 3.5 h). Methanol 33.0 g was separated, and gas chromatographic analysis showed that the methanol content was 89.3% and the methyl methacrylate content was 9.6%.(2) Purification: Cool to room temperature and wash twice with 300 mL × 2 of deionized water. The oil phase is gradually depressurized (40-100 mmHg), and unreacted methyl methacrylate and diethylaminoethanol are distilled off at 70 C to 100 C, and then distilled under reduced pressure at 5 to 10 mmHg and 90 C to 100 C. Diethylaminoethyl acrylate. The weight of the obtained mixture of methyl methacrylate and diethylaminoethanol was 195.8 g, and gas chromatographic analysis showed that the methyl methacrylate content was 95.9% and the diethylaminoethanol content was 3.6%. This mixture can be used directly for the synthesis of diethylaminoethyl methacrylate. The weight of the obtained product was 174.1 g (theoretical yield: 185.26 g), and the yield was 94.0%. The gas chromatographic analysis showed that the content of diethylaminoethyl methacrylate was 99.4%.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 100-37-8, 2-(Diethylamino)ethanol.

Reference:
Patent; Sinopec Corporation; Sinopec Corporation Victory Oil Field Fen Corporation Petroleum Engineering Technology Institute; Zhang Songting; Yang Shengli; Bai Xin; Rong Yan; Du Chunan; Chen Xiaochun; Cai Qingjun; Ma Tiantai; Sun Lizhu; Yue Jiwen; (10 pag.)CN108976136; (2018); A;,
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Synthetic Route of 6301-54-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 6301-54-8 as follows.

General procedure: In a round bottom ask tted with three-way cock with septumwas placed benzyl alcohol analogue (1.0e1.5 mmol). The ask waslled with nitrogen after reducing pressure. After slight decom-pression to ease to the gas introduction, HI gas (0.5e2.0 equiv.) wasbrought in the vessel with syringe through the septum (the weightof HI gas was calculated the change of the weight of the equipmentbefore and after the introduction of HI gas). And nitrogen gas wasintroduced into vessel to release deference of pressure against at-mosphere. The mixture stood at 25C for 2 d. After reducingpressure to release HI gas, to the reaction mixture was addedsaturated Na2S2O3 (20 mL) and brine (15 mL). After being extractedwith CHCl3 or Et2O (15 mL 3), the organic layer was dried withMgSO4. After the concentration, ca. 10.0 mg of the residue wascombined with p-chlorobenzaldehyde (ca. 10.0 mg) as an internalstandard. And the mixture was measured with1H NMR to deter-mine the yield by the integration of methyl, methylene or methinepeak of the product and formyl peak of p-chlorobenzaldehyde(9.98 ppm). Furthermore, the reaction mixture included in p-chlorobenzaldehyde was subject to column chromatography onSiO2 to give the product.Iodinated products, (iodomethyl)benzene (2a),29(1-iodoethyl)benzene (2b),30and reduction products, diphenylmethane (3d),311,1-diphenylethane (3e),32triphenylmethane (3f),33wereassigned by the corresponding proton peaks at benzylic positionscompared with the chemical shift reported in the literature.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6301-54-8, its application will become more common.

Reference:
Article; Matsumoto, Shoji; Naito, Masafumi; Oseki, Takehisa; Akazome, Motohiro; Otani, Yasuhiko; Tetrahedron; vol. 73; 52; (2017); p. 7254 – 7259;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 3637-61-4, name is Cyclopentanemethanol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of Cyclopentanemethanol

Synthesis of methyl 3- (4-CYCLOPENTYLMETHYLOXYPHENYL) propionate (Intermediate 2); A solution of cyclopentane methanol (4.05 ml, Ald) in anhydrous tetrahydrofuran (abbreviated as”THF”hereinafter, 40 ml) was added with triethylamine (6.49 ml, WAKO), added dropwise with methanesulfonyl chloride (3.48 ml, WAKO) under ice cooling, and stirred for 30 minutes. The reaction mixture was added with water (50 ml), and extracted with diethyl ether (80 ml X 2). The organic layer was washed with saturated brine and dried, and then the solvent was evaporated under reduced pressure. A solution obtained beforehand by adding 60% sodium hydride (1.15 g, KANTO) to a solution of Intermediate 1 (4.50 g) in N, N-dimethylformamide (abbreviated as”DMF”hereinafter, 35 ml) under ice cooling and stirring the solution for 15 minutes was added with a solution of the aforementioned residue in DMF (10 ml) under ice cooling. The reaction mixture was stirred for 15 minutes, then warmed to room temperature, stirred for 45 minutes, and further stirred at 60C for 15 hours. The reaction mixture was added with water (100 ML) and diethyl ether (200 ml) for extraction. The organic layer was successively washed with saturated aqueous sodium hydrogencarbonate, saturated aqueous ammonium chloride, and saturated brine and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (hexane : isopropyl ether = 9: 1) to obtain the title compound (Intermediate 2,5. 58 G).

With the rapid development of chemical substances, we look forward to future research findings about 3637-61-4.

Reference:
Patent; ASAHI KASEI PHARMA CORPORATION; WO2005/16862; (2005); A1;,
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