Category: alcohols-buliding-blocks

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.702-98-7, name is 2-Methyladamantan-2-ol, molecular formula is C11H18O, molecular weight is 166.26, as common compound, the synthetic route is as follows.Recommanded Product: 702-98-7

A reactor made of glass was charged with 160 g of n-undecane, 80 g of 2-methyladamantanol, 4.1 g of methacrylic acid and 0.92 g of p-toluenesulfonic monohydrate. The resulting mixture was maintained for 1 hour while distilling off water under atmospheric pressure. Water was removed further by reflux at 120 C. for 1 hour under reduced pressure at 150 mmHg, whereby 2-methyladamantane was prepared. It was cooled to 0 C. A methacrylate forming reaction was then carried out by adding 103.6 g of methacrylic acid and 13.7 g of boron trifluoride ethyl ether to it while stirring the resulting mixture for 2 hours. After the reaction mixture was washed with 1275.5 g of a 10% aqueous sodium carbonate solution, followed by washing three times with 160 g of deionized water. In such a manner, 260 g of a n-undecane solution of 2-methyladamantan-2-yl methacrylate was obtained. The resulting solution contained 29.6 wt. % of 2-methyladamantan-2-yl methacrylate and 5.2 wt. % of 2-methyleneadamantane. The present invention was described specifically by using specific modes. It is however apparent for those skilled in the art that the present invention can be changed or modified without departing from the gist and scope of the present invention.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,702-98-7, 2-Methyladamantan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Mitsubishi Chemical Corporation; US2008/51597; (2008); A1;,
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Related Products of 431-38-9, 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.431-38-9, name is 3-Amino-1,1,1-trifluoropropan-2-ol, molecular formula is C3H6F3NO, molecular weight is 129.0811, as common compound, the synthetic route is as follows.

3-Oxo-2-(pyridin-3-yl)-6-[4-(trifluoromethyl)phenyl]-2 ,3-di hydropyridazi ne-4-carboxylic acid (100 mg, 0.277 mmcl) was dissolved in anhydrous DMF (2.1 mL). (2RS)-3-Amino-1,1,1- trifluoropropan-2-ol (71.5 mg, 0.55 mmol), N-ethyl-N-isopropylpropan-2-amine (314 pL, 1.80mmol), and propane phosphonic acid anhydride (T3P, 243 pL, 50% in DMF, 415 pmol) were successively added. It was stirred at rt overnight. The reaction mixture was diluted with dichloromethane and concentrated under vacuum. The residue was purified by RP-HPLC (column: X-Bridge 018 5pm lOOx3Omm, mobile phase: (water + 0.2 vol% aqueous ammonia (32%)) acetonitrile, gradient) yielding 57.3 mg (44%) of the title compound.1H-NMR (400MHz, DMSO-d6): 6 [ppm] = 3.49 (ddd, 1H), 3.76 (ddd, 1H), 4.18-4.29 (m, 1H),6.68 (br s, 1H), 7.65 (ddd, 1H), 7.89 (d, 2H), 8.18 (ddd, 1H), 8.22 (d, 2H), 8.71 (dd, 1H), 8.75(s, 1H), 8.93 (d, 1H), 9.59 (t, 1H).

Statistics shows that 431-38-9 is playing an increasingly important role. we look forward to future research findings about 3-Amino-1,1,1-trifluoropropan-2-ol.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
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Reference of 2077-19-2 ,Some common heterocyclic compound, 2077-19-2, molecular formula is C9H11BrO, 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.

General Palladium Mediated Coupling Procedure; The following general procedure illustrates the method used for Pd mediated N-arylation of the pyrrolidin-2-one moiety with the corresponding aryl bromide: To a sealed tube was added 3- [5-fluoro-2- (4-methyl-piperazin-1-yl)-benzyl]-pyrrolidin-2-one (Preparation 13), aryl bromide (1.2 equiv), dipalladium tris (dibenzylideneacetone) (0.05 equiv), 9, 9-dimethyl-4, 5- bis (diphenylphosphino) xanthene (XANTPHOS) (0.15 equiv), cesium carbonate (1.5 equiv), and dioxane (7 volumes). The mixture was heated at 100 C for 12 to 24 hours. After cooling to room temperature, the mixture was concentrated in vacuo and was purified by silica gel chromatography. The following compounds were prepared via the general procedure above:; Example 1; 3-r5-Fluoro-2-(4-methyl-piperazin-1-vl)-benzvil-1-14-(1-hvdroxv-1-methyl-ethyl)-phenvll-pyrrol idin- 2-one:; 3- [5-Fluoro-2- (4-methyl-piperazin-1-yl)-benzyl]-1- [4- (1-hydroxy-1-methyl-ethyl)-phenyl]- pyrrolidin-2-one : 13C NMR (100 MHz, CDCI3) d 24.8, 31.9, 32. 5, 44. 7, 46.0, 46.9, 52.9, 55.7, 72.4, 113.9, 114.1, 116.8, 117.1, 119.7, 1222.4, 122.5, 125.2, 137.8, 137. 9, 138.2, 145.6, 147. 9, 158. 6, 161.1, 175.5 ; MS (AP/CI) 426.3 (M+H) +. The enantiomers were separable by HPLC (90/10 heptane/ethanol ; Chiralcel OD, 10 cm x 50 cm; 275 mL/minute). Approximate retention times: t1 = 12.7 minutes; t2 = 14.8 minutes

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 2077-19-2, 2-(4-Bromophenyl)propan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/90300; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 5259-98-3, 5-Chloropentan-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, COA of Formula: C5H11ClO, blongs to alcohols-buliding-blocks compound. COA of Formula: C5H11ClO

Intermediate 1; 4-(5-Chloro-pentyloxy)-benzoic acid methyl ester; 4-Hydroxy-benzoic acid methyl ester (1.52 g, 10 mmol), 5-chloro-l-pentanol (1.22 g, 10 mmol) and triphenylphosphine (2.62 g, 10 mmol) are dissolved in dry THF (30 rnL) and cooled to 0 0C. Diethylazodicarboxylate (DEAD) (1.74 g, 10 mmol) is dropped into this mixture at 0 ¡ãC and stirred at room temperature for 3 days. The reaction mixture is washed with brine, dried over Na2SO4, filtered and evaporated. The crude product is purified using silica-gel column chromatography (CH2CI2 only to CH2Cl2:2 M NH3 in MeOH=20:l) to give the desired product (1.14 g, 45percent). NMR (CDCI3): delta 7.98 (d, 2H , J = 8.8 Hz), 6.89 (d, 2H, / = 8.8Hz), 4.02 (t, 2H, J = 6.5 Hz), 3.88 (s, 3H), 3.57 (t, 2H, / = 6.7 Hz), 1.85 (m, 4H), 1.64 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5259-98-3, 5-Chloropentan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/101808; (2006); A1;,
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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. 6214-44-4, name is (4-Ethoxyphenyl)methanol, the common compound, a new synthetic route is introduced below. Computed Properties of C9H12O2

To a solution of (4-ethoxyphenyl)methanol (300 mg, 1.971 mmol, commercial source: Apollo SCI) and triethylamine (328 muIota_, 2.365 mmol) in Dichloromethane (15 mL) at 0C, methanesulfonyl chloride (168 muIota_, 2.168 mmol) was added dropwise. The mixture was stirred at 0 C for 3 h. Upon completion, the reaction mixture was diluted with water and DCM and extracted with DCM (2x20ml). The combined organic layers were dried over anh. MgS04 and filtered. The filtrate was concentrated under reduced pressure to obtain 4-ethoxybenzyl methanesulfonate (454 mg, 100%) This product was used without any purification in the next reaction.

The synthetic route of 6214-44-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ALEMPARTE-GALLARDO, Carlos; ENCINAS, Lourdes; ESQUIVIAS PROVENCIO, Jorge; (206 pag.)WO2019/34729; (2019); A1;,
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Reference of 69605-90-9, 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. 69605-90-9, name is [1,1′-Biphenyl]-3-ylmethanol. A new synthetic method of this compound is introduced below.

General procedure: Oxidation of alcohols was typically carried out as follows: a suspension with 5 mg of the synthesized catalyst in acetonitrile (2 mL) was magnetically stirred, and the substrate namely alcohols (0.1 mmol) and PhIO (2.5 equiv.) was then added. The resulting mixture was kept at 60 C with magnetical stirring for a set time. The selectivity and conversion were determined by GC analysis.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69605-90-9, its application will become more common.

Reference:
Article; Yang, Zhi-Wang; Zhao, Xia; Li, Tian-Jing; Chen, Wen-Long; Kang, Qiao-Xiang; Xu, Xue-Qing; Liang, Xi-Xi; Feng, Ying; Duan, Huan-Huan; Lei, Zi-Qiang; Catalysis Communications; vol. 65; (2015); p. 34 – 40;,
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Synthetic Route of 4464-18-0, 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 4464-18-0, name is Benzene-1,3,5-triyltrimethanol. This compound has unique chemical properties. The synthetic route is as follows.

As asolution A, 16.8 g (0.1 mol) of 1,3,5-tris (hydroxymethyl) benzene and 0.32 g (0.5 mmol) of dibutyltin EGI-1 (2-methacryloyloxyethyloxy) ethyl isocyanate was changed to a solution in which dilaurate was dissolved and the addition amount of 2- (2-methacryloyloxyethyloxy) ethyl isocyanate was changed to 61.8 g (0.31 mol) EGI-6 (76.2 g, yield 99%) was obtained by synthesizing in the same manner as in the synthesis procedure of EGI-6.The dataof1H NMR spectrum ofthe obtained EGI-6were as follows.

According to the analysis of related databases, 4464-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOKUYAMA DENTAL CORPORATION; SUZUKI, TAKESHI; SAKATA, EIBU; YAMAGAWA, JUN-ICHIRO; (25 pag.)JP6225054; (2017); B2;,
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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 55362-80-6, name is 9-Bromononan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C9H19BrO

To a solution of concentrated nitric acid (10 mL, 258 mmol) 9-bromononanol (1 gr, 4.48 mmol) was added over a period of 30 minutes, maintaining a temperature of 25-30 0C. The solution was stirred at room temperature for 4 hours, then heated to 80 0C and stirred for an additional hour. The reaction mixture was then cooled back to room temperature and diluted carefully with 100 mL of distilled water. The product was extracted with diethyl ether (4×25 mL) after which the organic phases where combined and dried over magnesium sulfate. The mixture was then filtered and concentrated in vacuo to yield product 4a quantitatively. 1H-NMR (200 MHz, CDCl3): 1.3-1.5 (m; 8H), 1.59-1.71 (m; 2H), 1.78-1.92 (m; 2H), 2.36 (t; / = 7.4 Hz ;2H), 3.40 (t; /= 6.8 Hz; 2H), 9.8 (m, IH).

With the rapid development of chemical substances, we look forward to future research findings about 55362-80-6.

Reference:
Patent; NATIONAL INSTITUTE FOR BIOTECHNOLOGY IN THE NEGEV; MEIJLER, Michael M.; AMARA, Neri; RAYO, Josep; WO2011/1419; (2011); A1;,
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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. 4541-14-4, name is 4-(Benzyloxy)butan-1-ol. A new synthetic method of this compound is introduced below., HPLC of Formula: C11H16O2

To stirred solution of alcohol 21 (10 g, 55.5 mmol) in dichloromethane (150 mL) at 0 C were added pyridinium chlorochromate (17.96 g, 83.33 mmol) and Celite (17.96 g) and stirred at room temperature for 5 h. Diethyl ether (100 mL) was added and the reaction mixture was filtered through a small pad of Celite and silica gel. The filtered cake was washed thoroughly with ether (2 ¡Á 150 mL) and the filtrate was concentrated under reduced pressure. After flash column chromatography on silica gel (100-200 mesh, eluent: 8% EtOAc in hexane) aldehyde 22 (9.09 g, 92%) was obtained as a colorless liquid. 1H NMR (400 MHz, CDCl3): delta 9.76 (t, J = 1.5 Hz, 1H), 7.36-7.17 (m, 5H), 4.46 (s, 2H), 3.47 (q, J = 5.1 Hz, 2H), 2.53 (td, J = 7.0, 1.5 Hz, 2H), 1.92 (ddd, J = 13.0, 7.0, 6.0 Hz, 2H); 13C NMR (75 MHz, CDCl3): delta 201.3, 138.2, 128.4, 127.6, 73.0, 69.0, 41.0, 22.6; MASS (EIMS): m/z 178 (M)+.

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, 4541-14-4, 4-(Benzyloxy)butan-1-ol.

Reference:
Article; Venkatesham, Akkaladevi; Nagaiah, Kommu; Tetrahedron Asymmetry; vol. 23; 15-16; (2012); p. 1186 – 1197,12;,
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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. 101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, molecular formula is C17H16O3, 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. Formula: C17H16O3

Example 11.20 g (2.3 mmol) of a naphthol compound represented by the following formula (19) and 0.80 g (3.0 mmol) of a propargyl alcohol compound represented by the following formula (20) were dissolved in 70 ml of toluene, 0.022 g of p-toluenesulfonic acid was further added to the resulting solution, and the obtained mixture was stirred under reflux by heating for 1 hour.After the reaction, the solvent was removed, and the obtained product was purified by chromatography on silica gel to obtain 1.35 g of a white powder product. The yield rate was 76 %.The elemental analysis values of this product were 80.70 % of C, 6.79 % of H and 12.51 % of O which were almost equal to the calculated values of C52H52O6 (C: 80.80 %, H: 6.78%, O: 12.42 %).When the proton nuclear magnetic resonance spectrum of the product was measured, it showed 18H peaks based on the methyl proton of a tetramethylcyclohexane ring and a methylene proton at delta of around 1.0 to 3.0 ppm, a 15H peak based on the methyl proton of a methoxy group at delta of around 2.3 to 4.5 ppm and 19H peaks based on an aromatic proton and the proton of an alkene at delta of around 5.6 to 9.0 ppm. Further, when the 13C-nuclear magnetic resonance spectrum was measured, it showed a peak based on the carbon of an aromatic ring at delta of around 110 to 160 ppm, a peak based on the carbon of an alkene at delta of around 80 to 140 ppm and a peak based on the carbon of an alkyl at delta of around 20 to 60 ppm.It was confirmed from the above results that the isolated product was a compound represented by the following formula (21).

With the rapid development of chemical substances, we look forward to future research findings about 101597-25-5.

Reference:
Patent; Tokuyama Corporation; EP2479171; (2012); A1;,
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