Category: alcohols-buliding-blocks

Synthetic Route of 23377-40-4, 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.23377-40-4, name is 3-(Hexadecyloxy)propan-1-ol, molecular formula is C19H40O2, molecular weight is 300.52, as common compound, the synthetic route is as follows.

Compound 315: To a solution of 1H-tetrazole (0.415 g, 5.92 mmol) in 25 ml ether and 10 ml acetonitrile diisopropylamine (0.93 ml, 0.726 g, 7.03 mmol) was added. The precipitate was filtered off, washed with ether and dried under vacuum to give diisopropylammonium tetrazolide.Compound 316: 3-(hexadecyloxy)propan-1-ol (0.301 g, 1.00 mmol) and diisopropylammonium tetrazolide (0.115 g, 0.67 mmol) were coevaporated with DCM-AcCN mixture(10:10) 3 times. Dried mixture was dissolved in 7 ml DCM and added 3- ((bis(diisopropylamino)phosphino)oxy)propanenitrile (0.673 ml, 2.120 mmol). After 1 hour stirring at room temperature 1 ml methanol was added and stirred for 15 minutes. Then reaction was concentrated under vacuum; diluted with 10%TEA solution in EtOAc (100 ml) and washed with 10%NaHCO3 solution (2 x 50 ml) and water (2 x 50 ml); dried over anhydrous MgSO4; filtered off and evaporated. The crude product was purified with column chromatography using Hexanes:EtOAc:TEA (10:4:0.5). 1H-NMR: 3.89-3.54 (m, 6H); 3.49 (t, 2H, J=6.4 Hz); 3.39 (t, 2H, J=6.4Hz); 2.63 (dt, 2H, J=1.6, 6.4 Hz); 1.89-1.83 (m, 1H); 1.57-1.51 (m, 1H); 1.24 (s, 24H); 1.19-1.16 (m, 16H); 0.87 (t, 3H, J=6.4 Hz).

The chemical industry reduces the impact on the environment during synthesis 23377-40-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; EMORY UNIVERSITY; LIOTTA, Dennis, C.; PAINTER, George, R.; BLUEMLING, Gregory, R.; DE LA ROSA, Abel; (408 pag.)WO2016/145142; (2016); A1;,
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Application of 4654-39-1, 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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol. A new synthetic method of this compound is introduced below.

Triethylamine (5.2 mL, 37.3 mmol) was added to a solution of 4-bromophenethyl alcohol (5.0 g, 24.9 mmol) in CH2Cl2 (200 ml), and the resulting solution was cooled to 0 C. with an ice bath. Methanesulfonyl chloride (2.7 ml, 34.8 mmol) was added dropwise to the reaction mixture, and the resulting solution was allowed to warm slowly to room temperature overnight. The solution was washed with 0.1 N HCl and brine, and the combined organic extracts were dried over anhydrous MgSO4(s) and filtered, and the solvent was removed under reduced pressure. The crude yellow solid was purified by flash chromatography (silica gel, 70% v/v hexanes in CH2Cl2) to give mesylate 18 as a white solid in 98% yield. 1H NMR (CDCl3, 400 MHz) delta 7.46 (d, J) 8.5 Hz, 2H), 7.12 (d, J) 8.6 Hz, 2H), 4.39 (t, J) 6.9 Hz, 2H), 3.02 (t, J) 6.7 Hz, 2H), 2.89 (s, 3H) ppm; 13C NMR (CDCl3, 125 MHz) delta 135.55, 132.52, 130.92, 121.70, 69.83, 37.68, 35.31 ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4654-39-1, 2-(4-Bromophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Wisconsin Alumni Research Foundation; Raines, Ronald T.; Tam, Annie; Soellner, Matthew B.; US8410247; (2013); B2;,
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Electric Literature of 172023-97-1, 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 172023-97-1 as follows.

Step 2: 3-bromo-5-(trifluoromethyl)benzyl 4-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate To a stirred solution of (3-bromo-5-(trifluoromethyl)phenyl)methanol (567 mg, 2.223 mmol) in DMF (5 mL) at RT under nitrogen was added CU (360 mg, 2.223 mmol) and the reaction mixture heated at 50 C. for 20 hours. Tert-butyl piperidin-4-yl carbamate (445 mg, 2.223 mmol) was added and the reaction mixture stirred at 50 C. for 3 hours. On cooling to RT the mixture was diluted with DCM and washed with a saturated solution of sodium bicarbonate, a saturated solution of brine, and the organic portion was dried over MgSO4 filtered and concentrated under reduced pressure. Purification was carried out by chromatography on silica using 0-100% EtOAc in Hexanes as eluent to afford the title product; LC-MS: Rt 1.59 mins; MS m/z 427.2 [M-tBu]+; Method 2minLowPHv03

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,172023-97-1, its application will become more common.

Reference:
Patent; Novartis AG; Legrand, Darren Mark; Furminger, Vikki; Thomson, Christopher; Hughes, Owen Rhys; Stanley, Emily; US2014/171403; (2014); A1;,
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Application of 13807-89-1, 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 13807-89-1, name is 2-((4-Methoxybenzyl)oxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

Methanesulfonic acid 2-(4-methoxybenzyloxy) ethyl ester A solution of 2-(4-methoxybenzyloxy)ethanol (Intermediate 18) (2.26g, 12.4mmol) and diisopropylethylamine (6.7ml, 37.2mmol) in 15mL dry DCM, cooled to O0C under a nitrogen atmosphere, was treated dropwise with a solution of methanesulfonyl chloride (1.5ml_, 18.6mmol) in 1OmL DCM. The reaction mixture was stirred at RT for 16h, then water was added. The organic layer was separated, dried (MgSO4) and concentrated. Purification by chromatography (Redisep cartridge) eluting with ethyl acetate/cyclohexane afforded the title compound as an oil. Yield: 2.5g (77%) LC-MS (Method 4): Rt 2.81 mins, molecular ion not observed

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 13807-89-1, 2-((4-Methoxybenzyl)oxy)ethanol.

Reference:
Patent; ARGENTA DISCOVERY LTD.; WO2008/96093; (2008); A1;,
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Synthetic Route of 1777-82-8, Adding some certain compound to certain chemical reactions, such as: 1777-82-8, name is (2,4-Dichlorophenyl)methanol,molecular formula is C7H6Cl2O, 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 1777-82-8.

General procedure: Runp-nSTDP (40mg, 0.84mol %) were stirred in 5mL ofacetonitrile taken in a round bottomed flask equipped witha condenser and a stirring bar. The substrate (0.5mmol),oxidant (1mmol) was added to the stirring solution, andthen the mixture was refluxed at 80C under atmosphericpressure of air. The reaction progress was monitored by GC.After completion of the reaction, the nanocatalyst was separatedfrom the reaction mixture by simple centrifugation,washed with the adequate amount of acetonitrile (5ml) andH2O(5ml). Later on, the products were extracted with Et2Oand purified on a silica gel column.

According to the analysis of related databases, 1777-82-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Haghshenas Kashani, Sara; Moghadam, Majid; Tangestaninejad, Shahram; Mirkhani, Valiollah; Mohammadpoor-Baltork, Iraj; Catalysis Letters; vol. 148; 4; (2018); p. 1110 – 1123;,
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Adding a certain compound to certain chemical reactions, such as: 1611-56-9, 11-Bromoundecan-1-ol, 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, SDS of cas: 1611-56-9, blongs to alcohols-buliding-blocks compound. SDS of cas: 1611-56-9

General procedure: Tetrahydropyranylation reactions were carried out in a round bottom flask equipped with a reflux condenser, a CaCl2 tube and a magnetic stirring bar. To a solution of 1.0 × 10-2 mol of compound 1 in 2.5 mL of the solvent (CPME or 2-MeTHF) were added 1.1 × 10-2 mol (0.93 g, 1.0 mL) of 2,3-dihydropyran (2) and the required amount of the catalyst (3.3 × 10-4 or 3.3 × 10-5 mol; see Table 1 and Schemes 1 and 2). The resulting mixtures were vigorously stirred for the reported time at the reported temperature (Table 1 and Schemes 1 and 2). The crude mixtures were filtered, the solvent evaporated and the crude product analyzed by 1H-NMR spectroscopy to determine the conversion of compound 1, then purified and characterized as reported below.

The synthetic route of 1611-56-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Azzena, Ugo; Carraro, Massimo; Modugno, Gloria; Pisano, Luisa; Urtis, Luigi; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 1655 – 1659;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 87327-65-9, name is 1-(2,6-Difluorophenyl)ethanol, the common compound, a new synthetic route is introduced below. Safety of 1-(2,6-Difluorophenyl)ethanol

Example 105 2-[1-(2,6-Difluoro-Phenyl)-Ethoxy]-6-(1-Piperazinyl)Pyrazine, Maleate. The title compound was prepared according to the procedure of example 50, step 2, starting from 2-chloro-6-[1-(2,6-difluoro-phenyl)-ethoxy]pyrazine (3.20 g, 11.8 mmol; obtained according to the procedure of example 50, step 1, starting from 2,6-difluoro-alpha-methylbenzyl alcohol), piperazine (3.05 g, 35.4 mmol) and K2CO3 (1.63 g, 11.8 mmol) with the exception that the final filtration through alumina was omitted. The yield of the free base of the title compound was 2.95 g (78%) which was obtained as a colorless oil. The free base was converted into its maleate salt. Purity 100% (HPLC). MS m/z 320 (M)+. HRMS m/z calcd for C16H18F2N4O(M)+320.1449, found 320.1447.

The synthetic route of 87327-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nilsson, Bjorn M.; US2002/147200; (2002); A1;,
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Adding a certain compound to certain chemical reactions, such as: 68327-04-8, (1S,2S)-2-Aminocyclopentanol 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, 68327-04-8, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C5H12ClNO

To a mixture of 2- (benzoyloxy) -5-bromo-3-chloro-4- methylbenzoic acid (13.2 g) , (IS, 2S) -2-aminocyclopentanol hydrochloride (4.93 g) , triethylamine (16.5 mL) , and DMF (250 mL) was added HATU (15.0 g) at 0C, and the mixture was stirred at room temperature for 4 hr. To the reaction mixture were added ethyl acetate and water at 0C. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with water and brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (3.36 g).MS: [M+H]+452.0,’454.0

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,68327-04-8, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; SUGIMOTO, Takahiro; SUZUKI, Shinkichi; SAKAMOTO, Hiroki; YAMADA, Masami; NAKAMURA, Minoru; KAMATA, Makoto; SHIMOKAWA, Kenichiro; OGINO, Masaki; KIMURA, Eiji; MURAKAMI, Masataka; YONEMORI, Jinichi; KOJIMA, Takuto; (281 pag.)WO2016/208775; (2016); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5343-92-0, name is 1,2-Pentanediol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

Under an argon protective gas, first 0.644g (2mmol) example XIV-1-1 compound was added to 30 ml of xylene, at room temperature by adding 2.083g (20mmol) 1,2-pentanediol and 0.059g (0.29mmol) p-toluenesulfonic acid, adding 0.5g 4 Molecular sieve (powder) and reflux the mixture for three days of stirring under monitoring by thin layer chromatography. After the reaction, the solvent is distilled away. The product is purified by silica gel column chromatography (dichloromethane/acetone = 5:1). Yield: 0.27g( The theoretical yield 35%), melting point: 273 C.

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, 5343-92-0, 1,2-Pentanediol.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Bretschneider, Thomas; Fischer, Reiner; Gaertzen, Oliver; Lehr, Stefan; Drewes, Mark Wilhelm; Feucht, Dieter; Malsam, Olga; Reckmann, Udo; Arnold, Christian; Auler, Thomas; Hempel, Waltraud; Hills, Martin Jeffrey; Kehne, Heinz; Rosinger, Christopher Hugh; Sanwald, Erich; (149 pag.)CN101160049; (2016); B;,
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Application of 2566-44-1, 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. 2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, 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.

To a mixture of 2-cyclopropylethanol (5.35 g, 62.1 mmol) and dichloromethane (107 mL) were added methanesulfonyl chloride (5.29 mL, 68.3 mmol) and triethylamine (13.1 mL, 93.1 mmol) in that order while stirring on ice, and the resulting mixture was stirred for 1 hour. Water and ethyl acetate were then added to the reaction mixture. After thoroughly shaking the mixture, the organic layer was separated and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The mixture was then filtered, and the solvent in the filtrate was distilled off under reduced pressure to obtain the title compound (10.3 g, 62.7 mmol). 1H-NMR (CDCl3) delta: 0.10-0.16 (m, 2H), 0.48-0.55 (m, 2H), 0.72-0.83 (m, 1H), 1.65 (q, J=6.8 Hz, 2H), 3.01 (s, 3H), 4.29 (t, J=6.8 Hz, 2H).

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 2566-44-1, 2-Cyclopropylethanol.

Reference:
Patent; Eisai R & D Management Co., Ltd.; US2009/259049; (2009); A1;,
Alcohol – Wikipedia,
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