Month: August 2021

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. 1736-74-9, name is 4-(Trifluoromethoxy)benzyl alcohol. A new synthetic method of this compound is introduced below., SDS of cas: 1736-74-9

EXAMPLE 87 4-(trifluoromethoxy)benzyl 1H-indol-4-ylcarbamate [4-(Trifluoromethoxy)phenyl]methanol (0.13 g, 0.7 mmol) and the product of Example 80A (0.1 g, 0.63 mmol) in THF (5 mL) were heated at reflux for 16 hours with a catalytic amount of triethylamine. The reaction mixture was concentrated under reduced pressure and the residue was triturated with diethyl ether/hexane to provide the title compound as tan crystals (0.12 g). 1H NMR (300 MHz, DMSO-d6) delta 5.21 (s, 2H), 6.73 (s, 1H), 7.0 (t, 1H), 7.1 (d, 1H), 7.23 (t, 1H), 7.38 (dd, 1H), 7.4 (d, 2H), 7.6 (d, 2H), 9.5 (s, 1H), 11.06 (s, 1H).). Anal. Calcd. for C17H13N2F3O3.0.25H2O: C, 57.55; H, 3.84; N, 7.90. Found: C, 57.42; H, 3.81; N, 7.32.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1736-74-9, 4-(Trifluoromethoxy)benzyl alcohol.

Reference:
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2004/157849; (2004); 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. 17100-64-0, name is (4-Bromo-3-methoxyphenyl)methanol, molecular formula is C8H9BrO2, 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. category: alcohols-buliding-blocks

A mixture of A-27 (2.50 g, 11.52 mmol) in SOCl2 (15 mL) was stirred at 70 C for 2 hours. The mixture was concentrated, and the residue was diluted with EtOAc (150 mL). The organic phase was washed with water (30 mL) and brine (30 mL), dried over Na2S04, filtered and concentrated to give A-28 (2.60 g, 11.04 mmol) as an oil. H NMR (400MHz DMSO-ifc) _ = 7.57 (d, 1H), 7.20 (d, 1H), 6.97 (dd, 1H), 4.74 (s, 2H), 3.86 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 17100-64-0.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 623-50-7, Ethyl 2-hydroxyacetate, 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, name: Ethyl 2-hydroxyacetate, blongs to alcohols-buliding-blocks compound. name: Ethyl 2-hydroxyacetate

Synthesis of Intermediate A-1.A-1To a mixture of ethyl glycolate [623-50-7] (250.00 g, 2.40 mol), NaH (105.65 g, 2.64 mol), tetrabutylammonium iodide (TBAI) (88.70 g, 240.14 mmol) in anhydrous THF (2 L) was added benzyl bromide (451 .80 g, 2.64 mol) dropwise at 0C. The resulting mixture was stirred at 25C for 16 hours. The reaction mixture was quenched with saturated, aqueous ammonium chloride (1 L), and the aqueous layer was extracted with ethyl acetate (3 x 1 L). The combined organic layers were washed with brine (1 L), dried over magnesium sulfate, the solids were removed via filtration, and the solvents of the filtrate were concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 6: 1 ) to obtain intermediate A-1 (200 g).1H NMR (CDCIs 400MHz) delta ppm 7.37-7.27 (m, 5H); 4.62 (s, 2H), 4.24-4.19 (q, J = 6.8 Hz, 2H); 4.07 (s, 2H); 1.29-1 .25 (t, J = 6.8 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623-50-7, Ethyl 2-hydroxyacetate, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN R&D IRELAND; MC GOWAN, David; RABOISSON, Pierre Jean-Marie Bernard; EMBRECHTS, Werner; JONCKERS, Tim, Hugo, Maria; LAST, Stefaan, Julien; PIETERS, Serge, Maria, Aloysius; VLACH, Jaromir; WO2012/136834; (2012); 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. 597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal, molecular formula is C5H10O2, 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. Computed Properties of C5H10O2

Hydrogenation; The starting solution used was the mixture described above as the hydrogenation feed. Approx. 10% by weight, based on the hydrogenation feed, of a 15% aqueous solution of trimethylamine were added to the mixture. The feed thus obtained was conducted in trickle mode at H2 pressure 40 bar through the reactor heated to 120 C. The hourly space velocity was 0.4 kg of HPA (IcaL*h). A portion of the hydrogenation effluent was added again to the feed (circulation mode). The ratio of circulation to feed was 10:1. The pH of samples of the reactor effluent at room temperature was found to be 8.9.An aqueous solution comprising approx. 69% NPG, approx. 1.8% HPN, approx. 2% isobutanol, approx. 3.5% methanol, approx. 2% TMA, remainder water, was obtained after the hydrogenation.

With the rapid development of chemical substances, we look forward to future research findings about 597-31-9.

Reference:
Patent; Sirch, Tilman; Steiniger, Michael; Maas, Steffen; Rittinger, Stefan; Schlitter, Stephan; US2010/113836; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 5299-60-5, Ethyl 6-hydroxyhexanoate, 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, 5299-60-5, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C8H16O3

KBr (0.1 11 g, 0.936 mmol) in water (30 ml) was treated with sodium bicarbonate (4.72 g, 56.2 mmol). The solution was cooled (ice-bath) and treated with a solution of (2,2,6,6-tetramethyl piperidin-1-yl)oxidanyl (0.029 g, 0.187 mmol) in DCM (30 ml) followed by sodium hypochlorite (1.387 ml, 22.47 mmol) and ethyl 6-hydroxyhexaonate (3 g, 18.73 mmol). The reaction mixture was partitioned between EtOAc and water and the organic portion was separated, dried (MgS04) and concentrated under reduced pressure to afford the titled compound

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5299-60-5, its application will become more common.

Reference:
Patent; NOVARTIS AG; CHARLTON, Steven John; LEBLANC, Catherine; MCKEOWN, Stephen Carl; WO2013/105063; (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 623-50-7, name is Ethyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Ethyl 2-hydroxyacetate

EXAMPLE 10(i) N-(1-azabicyclo[2.2.1]hept-3-yl)-furo[2,3-b]pyridine-2-carboxamide: Ethyl glycolate (35.5 mL, 375 mmol) is slowly added (over 20 minutes) to a slurry of NaOH (15.8 g, 394 mmol) in 1,2-dimethoxyethane (400 mL) under N2 with the flask being in an ice bath. The mixture is allowed to warm to rt, is stirred for 30 min, and ethyl 2-chloronicotinate (27.84 g, 150 mmol) in 1,2-dimethoxyethane (50 mL) is added over 10 minutes. The reaction is warmed to 65 C. for 15 h in an oil bath. The mixture is concentrated to dryness, the residue is dissolved in H2O (500 mL), washed with hexane (500 mL), acidified to pH 3 with 5% HCl, and extracted with CHCl3 (4*400 mL). The combined organic layer is dried over MgSO4, filtered, and concentrated to a yellow solid. The solid is suspended in ether (200 mL) and heated on a steam bath until concentrated to a volume of 40 mL. The material is allowed to crystallize overnight, then filtered to afford ethyl 3-hydroxyfuro[2,3-b]pyridine-2-carboxylate (C40) as a pale orange solid (41% yield). Additional material is obtained by concentrating the filtrate.

With the rapid development of chemical substances, we look forward to future research findings about 623-50-7.

Reference:
Patent; Walker, Daniel Patrick; Piotrowski, David W.; Jacobsen, Eric Jon; Acker, Brad A.; Wishka, Donn G.; Reitz, Steven Charles; Groppi JR., Vincent E.; US2003/153595; (2003); A1;,
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Synthetic Route of 14320-38-8 , The common heterocyclic compound, 14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, 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.

Add ieri-butylchlorodiphenylsilane (36.66 g, 133.38 mmol) to 3-cyclopenten-l-ol (10.2 g, 121.26 mmol) and lH-imidazole (18.16 g, 266.77 mmol) in dry DMF (100 mL) drop wise at -20 C. After complete addition, allow the reaction temperature to gradually warm to ambient temperature and stir under nitrogen overnight. Add water, ammonium chloride, and EtOAc to the reaction mixture and stir the mixture for 1 hour. Separate the organic layer and wash with ammonium chloride (5x) until pH is acidic, water (2x), and brine, dry over sodium sulfate, filter, and concentrate under reduced pressure to give the title compound (40.22 g, 93%). ES/MS (m/z): 405.2 (M+2 MeCN+H).

The synthetic route of 14320-38-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; BROOKS, Harold Burns; DALLY, Robert Dean; DURHAM, Timothy Barrett; FALES, Kevin Robert; FRIMPONG, Kwame; MCCOWAN, Jefferson Ray; NJOROGE, Frank George; SHEPHERD, Timothy Alan; SI, Chong; THRASHER, Kenneth Jeff; TOTH, James Lee; WU, Zhipei; (106 pag.)WO2016/89670; (2016); A1;,
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Application of 83647-43-2, 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 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of (2-methyl-3 -(4,4,5,5 -tetramethyl- 1,3 ,2-dioxaborolan-2-yl)phenyl)methanol (1.728 g, 6,96 mmol), (3-bromo-2-methylphenyl)methanol (1.40 g, 6.96 mmol), Pd(dppf)C12CH2C12(0.5 09 g, 0.696 mmol) and potassium carbonate (1.922 g, 13.93 mmol) under N2 was added a mixture of solvents (20 mL dioxane and 5 mL water) and heated to 85 C in a heating block for 2h, at which time all SM was consumed by LCMS. After cooling to room temperature, the reaction was diluted with EtOAc and water. The organic layer was separated, dried with Na2504 and concentrated. Purified by silica gel chromatography (eluting with EtOAc-Hex) to provide (2,2?-dimethyl-[1,1?-biphenylj-3,3?-diyl)dimethanol as a light oil that crystallized on standing. [M-OHj = 225. ?H NMR (400 MI-Tz, DMSO-d6) 7.37 (dd, J = 7.6, 1.3 Hz, 2H), 7.19 (t, J = 7.5 Hz, 2H), 6.92 (dd, J = 7.6, 1.4 Hz, 2H), 5.10 (t, J = 5.4 Hz, 2H), 4.52 (d, J = 5.4 Hz, 4H), 1.88 (s, 6H).

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 83647-43-2, (3-Bromo-2-methylphenyl)methanol.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; APPLEBY, Todd; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; GUERRERO, Juan A.; JABRI, Salman Y.; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; NOTTE, Gregory; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (724 pag.)WO2018/195321; (2018); A1;,
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Application of 623-50-7, 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.623-50-7, name is Ethyl 2-hydroxyacetate, molecular formula is C4H8O3, molecular weight is 104.1045, as common compound, the synthetic route is as follows.

Example 34[0196] Preparation of allyloxy-acetic acid ethyl ester. EMI61.2[0197] A round-bottom flask was charged with NaH (1.76 g, 44 mmol, 60% dispersion in mineral oil) and flushed with argon. Hexane (10 ml x 2) was added and decanted. DMF (10 ml) was added into the flask and the resulting solution was cooled to 0 C. Ethyl glycolate (4.16 g, 40.0 mmol) was added over 10 min. The solution was allowed to gradually warm to 25 C and was maintained at that temperature for 2 h. The solution was cooled to 0 C and allyl bromide (5. 32 g, 44.0 mmol) was added over 10 min. The solution was allowed to gradually warm to 25 C and stirred at that temperature for 2h. Aqueous solutionNH4Cl(10 ml) was added to the reaction and the mixture was diluted with EtOAc (60 ml). The organic layer was separated and washed withH20 (20 ml x 2), dried overNa2S04 and concentratedin vacuo. The crude product was purified by distillation under reduced pressure. [0198] Yield = 4.29 g, 75%; colorless liquid; bp = 38-39 C, 2 mmHg. IR (neat): 1985,1756, 1724,1203, 1130 cm-l. IH NMR (CDC13, 400 MHz): 6 5.90-5. 70 (m, 1H), 5.25-5. 00 (m, 2H), 4.10-4. 20 (m, 2H), 3.92-4. 05 (m, 4H), 1.21 (t, J = 7Hz, 3H). 13C NMR (CDCl3, 100 MHz): 8 170.09 (C), 133.62 (CH), 117.78 (CH2), 72.10 (CH2), 66.99 (CH2), 60.53 (CH2), 13. 94 (CH3). MS (m/z, relative intensity): 144 (M+, 14), 115 (22), 103 (100), 83 (85); HRMS: calculated for C7HI203 (M+): 144.0786 ; found 144.0783.

Statistics shows that 623-50-7 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-hydroxyacetate.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; WO2005/49582; (2005); A1;,
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Reference of 78573-45-2, 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.78573-45-2, name is 3-(3-(Trifluoromethyl)phenyl)propan-1-ol, molecular formula is C10H11F3O, molecular weight is 204.19, as common compound, the synthetic route is as follows.

In a 500 ml reaction flask, 15 g of m-trifluoromethylbenzenepropanol,8.2 g of triethylamine and 150 ml of methylene chloride was added, stirred and cooled down to -5 C. Methanesulfonyl chloride (10 g of methanesulfonyl chloride + 30 ml of methylene chloride) was added dropwise and the temperature was controlled at -5 C. for about 0.5 hour. 1 hour. Plus 8.2g triethylamine, the control temperature -5 , the reaction 0.5 hours. 100 ml of ice water was added and the mixture was stirred for 10 minutes. The layers were separated and the organic layer was separated. The aqueous layer was extracted once with 100 ml of dichloromethane. The organic layers were combined, washed once with 100 ml of saturated sodium chloride solution and dried over 20 g of anhydrous sodium sulfate for 2 hours. The sodium sulfate was filtered off and concentrated under reduced pressure until no fractions were distilled off. 100 ml of isopropyl acetate was added to dissolve and concentrated under reduced pressure No distillate distillate, the product, yield 97.9%, purity 99.5% (W / W).

Statistics shows that 78573-45-2 is playing an increasingly important role. we look forward to future research findings about 3-(3-(Trifluoromethyl)phenyl)propan-1-ol.

Reference:
Patent; Shandong Xinhua Pharmaceutical Co., Ltd.; He Xinheng; Zheng Zhonghui; Jiang Tao; He Weihao; Jiang Zeyu; (5 pag.)CN107473993; (2017); A;,
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