Author: tianli

Related Products of 7073-69-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below.

A flask under nitrogen was charged with vinyl alcohol IV (97 g), bromo alcohol IIA (81g ), DMF (380 mL) and N,N-dicyclohexylmethylamine (Cy2NMe, 96.5 mL). To the reaction mixture was charged tri-o-tolylphosphine ((o-tol)3P, 506 mg) and trans-diaminedibromopalladium(II) ((NH3)2PdBr2> 454 mg). The batch was heated to 100 C and aged until completion. To the batch was charged 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU, 68.3 mL). The mixture was heated to 120C and aged for at least 6h. The batch was cooled to 45C, aq. Glycolic acid (56.8 mL, 70 wt %,) was slowly charged. Oxoalcohol VA was crystallized by slow addition of anti-solvent DI water at 55C. The crystalline product was dried at room temperature under vacuum with nitrogen sweep to yield oxoalcohol VA (110.7 g, 82% corrected yield from the vinyl alcohol IV. 1NMR (500MHz, CDCl3) delta 8.25 (m, 1H), 8.11 (d, J= 8.5 Hz, 1H), 8.08 (d, J= 1.5 Hz, 1H), 7.94 (m, 1H), 7.80 (m, 1H), 7.75 (d, J- 17.5 Hz, 1H), 7.72 (d, J= 5.0 Hz, 1H), 7.62 (d, J= 8.5 Hz, 1H), 7.49 (m, 1H), 7.46 (dd, J= 8.6, 2.0 Hz 1H), 7.43 (om, 1H), 7.42 (d, J= 16.3 Hz, 1H), 7.29 (dd, J= 7.6, 1.7 Hz, 1H), 7.24 (m, 1H), 7.19 (m, 1H), 3.49-3.42 (om, 4H), 2.47 (s, 1H), 1.73 (s, 6H). 13C NMR (125MHz, CDCl3) delta 199.7, 156.4, 148.6, 145.6, 139.8, 137.4, 136.8, 136.2, 135.6, 134.0, 131.6, 131.5, 129.6, 129.1, 128.7, 128.24, 128.21, 127.28, 127.26, 126.8, 126.0, 125.75, 125.69, 119.8, 73.8, 42.0, 32.2, 28.5. LC-MS (ESI+) m/z calculated C29H27C1N02 for 456.2 found 456.5 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7073-69-0, 2-(2-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ALBANEZE-WALKER, Jennifer, E.; CHEN, Yonggang; HUMPHREY, Guy; KRSKA, Shane William; QI, Ji; TAN, Lushi; ITOH, Tetsuji; FUNANE, Shigeru; YOKOZAWA, Tohru; KOBAYASHI, Tohru; WO2014/81616; (2014); A1;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.124-76-5, name is Isoborneol, molecular formula is C10H18O, molecular weight is 154.2493, as common compound, the synthetic route is as follows.Computed Properties of C10H18O

In this case, the reaction of preparing camphor by dehydrogenation of liquid isoborneol is carried out in a membrane reactor. In this case, the isoborneol is an industry grade raw material. Since at room temperature, the isoborneol is a solid powder, it is first dissolved in xylene to form 30% solution. The mass reaction space velocity of the solution is 0.5 h-1. After it goes through a heat exchanger to achieve preheating temperature of 220C, it goes into the membrane reactor for dehydrogenation. The pipeline is filled with the GC250 Cu-Zn-Al catalyst produced by Japan NGC Corporation and the thermocouple casing was used to measure the bed temperature of any one of the dehydrogenation reaction tubes. After the oxygen passes through the flow meter, it goes through the center tube dedicated to oxygen gas in the tube. Oxygen permeates through the membrane to the shell and reacts with hydrogen. The molar ratio of oxygen to isoborneol is 1: 6. The shell is filled with Pt / Al2O3 oxidation catalyst prepared by multiple coating-impregnation method, wherein the load mass fraction of Pt is about 1%; the pressure on the dehydrogenation side is 0.6MPa, the reaction temperature is 220C. The film used in the reactor is a silicon dioxide film system manufactured by Sulzer Chemtech (SMS). Each tube has an inner diameter of 8 mm and an outside diameter of 14 mm. The product of camphor and solvent xylene in the dehydrogenation side enters the solvent recovery section for solvent recovery and recycling, and the camphor product is sent to the finished product area.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124-76-5, Isoborneol, and friends who are interested can also refer to it.

Reference:
Patent; Fuzhou University; Zheng, Huidong; Kong, Wei; Zhang, Jianwen; Lin, Yi; Yan, Zuoyi; Wang, Yingshu; Wu, Dan; (11 pag.)CN106365936; (2017); A;,
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Reference of 25574-11-2, Adding some certain compound to certain chemical reactions, such as: 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol,molecular formula is C9H11BrO, 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 25574-11-2.

3-(4-bromophenyl)propan-1-ol (5.77 g, 26.83 mmol) was mixed with dichloromethane (30 mL) and water (30 mL), and benzyl bromide (6.88 g, 40.24 mmol), tetra-n-butylammonium hydrogen sulfate (0.46 g, 1.34 mmol), and sodium hydroxide (5.37 g, 134.17 mmol) were added subsequently. The mixture was stirred overnight, extracted several times with dichloromethane and the combined organic phases were dried over magnesium sulfate and concentrated in vacuo. The crude product was purified on silica gel using a hexane/ethyl acetate gradient, and the appropriate fractions were combined and concentrated. Yield: 3.59 g (43.9%) 1H-NMR (300MHz, CHLOROFORM-d): delta [ppm]= 1.80 – 2.04 (m, 2H), 2.69 (t, 2H), 3.48 (t, 2H), 4.51 (s, 2H), 7.06 (d, 2H), 7.32 – 7.47 (m, 7H).

According to the analysis of related databases, 25574-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; EP2520556; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 13674-16-3, Methyl 2-hydroxy-3-phenylpropanoate, 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, Computed Properties of C10H12O3, blongs to alcohols-buliding-blocks compound. Computed Properties of C10H12O3

General procedure: A solution of diisopropylazodicarboxylate (DIAD, 10 mmol) in anhydrous THF (20 mL) was added dropwise to an ice-bath cooled mixture of ethyl or methyl phenyllactate (10 mmol), the suitable phenol (10 mmol) and PPh3 (10 mmol) in anhydrous THF (50 mL). The reaction mixture was stirred overnight, under N2 atmosphere, at room temperature. The organic solvent was evaporated in vacuo, and a mixture of Et2O and n-hexane (40 mL, 1:1) was added to the residue. The resulting precipitate was filtered off, and the filtrate was evaporated to dryness. The residue was chromatographed on a silica gel column using the suitable eluent affording the desired compounds in 33-79% yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13674-16-3, Methyl 2-hydroxy-3-phenylpropanoate, and friends who are interested can also refer to it.

Reference:
Article; Piemontese, Luca; Fracchiolla, Giuseppe; Carrieri, Antonio; Parente, Mariagiovanna; Laghezza, Antonio; Carbonara, Giuseppe; Sblano, Sabina; Tauro, Marilena; Gilardi, Federica; Tortorella, Paolo; Lavecchia, Antonio; Crestani, Maurizio; Desvergne, Beatrice; Loiodice, Fulvio; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 583 – 594;,
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Related Products of 100-37-8 ,Some common heterocyclic compound, 100-37-8, molecular formula is C6H15NO, 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.

41 g of ibuprofen was dissolved in 200 ml of ethyl acetate. 16 mL of thionyl chloride was added into the mixture. The mixture was refluxed for 2 h. The mixture was evaporated todryness completely. 500 mL of ethyl acetate was added intothe residue and evaporated off. 500 mL of ethyl acetate wasadded into the reaction mixture. The solution was cooled to 5C. with ice-water bath. 23 g of N,N-diethylaminoethanolwas added into the reaction mixture drop by drop. 40 g ofNaCO was added into the reaction mixture slowly. Themixture was stirred for overnight at RT. 200 mL of water wasadded into the mixture. The ethyl acetate solution was collected and washed with water (3×200 mL) and dried overanhydrous NaSO4. Sodium sulfate was removed by filtration and washed with ethyl acetate (3×100 mL). Anhydrous HCl gas (10 g) was bubbled into the mixture. The solid was collected and washed with ethyl acetate.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-37-8, its application will become more common.

Reference:
Patent; TECHFIELDS PHARMA COMPANY LIMITED; YU, CHONGXI; XU, LINA; (113 pag.)JP2018/65866; (2018); A;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.09, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

[0001250] A mixture of 2-(4-bromophenyl)propan-2-ol (49 mg, 0.23 mmol), Compound 296B (110 mg, 0.23 mmol), [1 J’-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (8.4 mg, 10 muiotaetaomicron), potassium carbonate (49 mg, 0.46 mmol), water (1 mL), and 1,4-dioxane (5 mL) was heated under nitrogen atmosphere at 100 C for 2 h. After cooling, water (5 mL) was added, and the mixture was extracted with ethyl acetate (10 mL x 3). The combined organic layers were washed with brine (5 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated to afford the crude product as a black oil. The oil was purified with prep-HPLC. The solution was adjusted to pH = 8.0 with sodium bicarbonate solution, extracted with ethyl acetate (50 mL x 2), dried over anhydrous sodium sulfate, filtered, and concentrated to furnish Compound 358. LC-MS (ESI) m/z: 577 [M+H]+; 1H-NMR (CDCI3, 400 MHz): delta (ppm) 0.76-0.88 (m, 4H), 1.23-1.30 (m, 1H), 1.63 (s, 6H), 1.83-1.88 (m, 4H), 2.01 (s, 1H), 2.73-2.81 (m, 5H), 2.97-3.03 (m, 2H), 3.74-3.79 (m, 1H), 4.33 (d, J= 4.4 Hz, 1H), 5.11 (d, J= 2.4 Hz, 1H), 7.21-7.28 (m, 1H), 7.35-7.51 (m, 3H), 7.57-7.63 (m, 4H), 7.68 (d, J= 7.2 Hz, 2H), 8.26 (d, J= 8.8 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2566-44-1, 2-Cyclopropylethanol, 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, Quality Control of 2-Cyclopropylethanol, blongs to alcohols-buliding-blocks compound. Quality Control of 2-Cyclopropylethanol

To the three port round bottom flask, 7-bromo -1H-benzo [d] [1,3] oxazine -2,4-dione (2.00g, 8 . 26mmol), 2-cyclopropyl-ethanol (0.870g, 10 . 1mmol), triphenylphosphine (3.25g, 12 . 4mmol) and tetrahydrofuran (60 ml) were sequentially added and cooled to 0 C, (2.50 ml, 12 . 7mmol), diisopropyl azodicarboxylate added dropwise , to the stirring the mixture at room temperature for 4 hours. Reduced pressure distillation to remove the solvent, the crude product purification column chromatography (petroleum ether/dichloromethane (v/v)=10/1) obtained white solid (2.54g, 99 . 11%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2566-44-1, 2-Cyclopropylethanol, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Zhuo, Yinglin; Wang, Xiaojun; Zhang, Yingjun; Wen, Liang; Wu, Shoutao; Yuan, Xiaofeng; (87 pag.)CN105384687; (2016); A;,
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Adding a certain compound to certain chemical reactions, such as: 1875-88-3, 2-(4-Chlorophenyl)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, 1875-88-3, blongs to alcohols-buliding-blocks compound. name: 2-(4-Chlorophenyl)ethanol

Example 8A: To a solution of 2-(4-chlorophenyl)ethanol (250 mg, 1.60 mmol, 215 mu, 1 eq) and Et3N (243 mg, 2.40 mmol, 333 mu, 1.50 eq) in DCM (5 mL) at 0 C was added methanesulfonyl chloride (340 mg, 2.97 mmol, 230 mu, 1.86 eq). The solution was stirred at 0 C for 2 hours. Water (30 mL) was added to the solution. The organic layer was separated, dried over anhydrous sodium sulfate, and concentrated to afford the target compound (350 mg, 93% yield). The product can be used directly for the next step without further purification. MR (400 MHz, METHANOLS) delta 7.35 – 7.21 (m, 4H), 4.43 (t, J= 6.6 Hz, 2H), 3.04 (t, J= 6.6 Hz, 2H), 2.98 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1875-88-3, its application will become more common.

Reference:
Patent; CHRYSALIS, INC.; GWALTNEY, Stephen; (167 pag.)WO2017/143011; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 115652-52-3, (1-Aminocyclopropyl)methanol hydrochloride, 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, 115652-52-3, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C4H10ClNO

[l-[(5-Bromo-4-chloro-3-pyridyl)methylamino]cyclopropyl]methanol:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115652-52-3, its application will become more common.

Reference:
Patent; DENALI THERAPEUTICS INC.; DE VICENTE FIDALGO, Javier; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; FRANCINI, Cinzia Maria; HALE, Christopher R.H.; HU, Cheng; LESLIE, Colin Philip; OSIPOV, Maksim; SERRA, Elena; SWEENEY, Zachary K.; THOTTUMKARA, Arun; (226 pag.)WO2018/213632; (2018); 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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, molecular formula is C4H11NO2, 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. Safety of 2-(2-Aminoethoxy)ethanol

Example 1 Tert-butyl 2-(2-hydroxyethoxy)ethylcarbamate In a three-necked flask (1000 mL) equipped with a mechanical stirrer, 52.5 g (500 mmol) of diglycolamine and 200 mL of chloroform were dissolved and cooled to 20C on an ice-water bath. To the flask, a mixture prepared by dissolving 109 g (500 mmol) of (Boc)2O in 200 mL of chloroform was added with stirring. The resultant solution was stirred overnight at room temperature. After reaction completion, 400 mL of water were added, and the organic and aqueous phases were allowed to separate. The resultant organic phase was removed, washed with water twice, saturated brine twice, dried over anhydrous MgSO4, filtered, and vacuum dried to yield 99.607 g of the title compound 1.

With the rapid development of chemical substances, we look forward to future research findings about 929-06-6.

Reference:
Patent; Tianjin Hemey Bio-Tech Co., Ltd.; EP2123283; (2009); A1;,
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