Author: tianli

Synthetic Route of 6966-10-5, Adding some certain compound to certain chemical reactions, such as: 6966-10-5, name is (3,4-Dimethylphenyl)methanol,molecular formula is C9H12O, 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 6966-10-5.

General procedure: To a 25-mL Schlenk tube equipped with a magnetic stirrer, CuCl (0.05 mol, 5 mol%), DABCO (0.10 mol, 10 mol%), 4-HO-TEMPO (0.05 mmol, 5 mol%) were added. Substrates 1 (1 mmol) and NH3 (aq, 25-28%, 3 mmol, 3.0 equiv) in CH3CN (2 mL) were added subsequently. Then the reaction mixture was stirred at room temperature for 24 h in the presence of an air balloon. The progress of the reaction was monitored by TLC. After completion, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous MgSO4. Subsequently, the combined organic layer was concentrated under reduced pressure and the crude product was purified by column chromatography to afford the corresponding products.

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. 6966-10-5, (3,4-Dimethylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hu, Yongke; Chen, Lei; Li, Bindong; Chinese Chemical Letters; vol. 29; 3; (2018); p. 464 – 466;,
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Related Products of 4170-90-5, 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.4170-90-5, name is Mesitylmethanol, molecular formula is C10H14O, molecular weight is 150.2176, as common compound, the synthetic route is as follows.

To a 2-necked 500mL flask under nitrogen was added mesitylmethanol 1 (5g, 33.3mmol) to dichloromethane (133 mL, 0.25M) and all of the solid dissolved in the solvent. Zinc Iodide (5.3 lg, 16.64mmol) was added to the solution in one portion. The zinc iodide was not soluble in the solution, and white solid crashed out of the solution. Thioacetic acid (7.17mL, 100 mmol) was added to the solution in one portion causing the solution to turn pale yellow. The flask was affixed with a water condenser and was covered in aluminum foil. The solution was heated to reflux for 17 hours and was allowed to cool to room temperature. Once cool, the solution was then quenched with water (40mL) and this solution was transferred to a separatory funnel. The organic layer was collected and the aqueous layer was extracted with dichloromethane (4 x 7mL).The combined organic fractions were washed with brine (1 x lOOmL), dried over sodium sulfate, filtered, and concentrated on the high vacuum to give the title compound 2 as a brown oil, 7.7g, 111%. [00102] ¾ NMR (400MHz, CDC13) delta 6.84 (s, 2H), 4.18 (s, 2H), 2.35 (s, 3H), 2.30 (s, 6H), 2.25 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 4170-90-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GREENCENTRE CANADA; UNIVERSITY OF OTTAWA; JESSOP, Philip; THORNTON, Paul David; DECKER, Shannon Marie; PRATT, Derek; ZHENG, Feng; LEGER, Donna Lynn; WO2013/75253; (2013); A1;,
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Electric Literature of 34231-22-6, 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. 34231-22-6, name is 3-(Aminomethyl)benzyl Alcohol, molecular formula is C8H11NO, 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.

Example 205W-(3-(Hydroxymethyl)benzyl)-4-(2-(((frans)-4-acetamidocyclohexyl)methyl)-2W-tetrazol-5-yl)-6- methylpicolinamidelambda/,lambda/,lambda/’,lambda/’-Tetramethyl-O-(1/-/-benzotriotaazol-1-yl)uroniotaum hexafluorophosphate (159 mg, 0 42 mmol) was added to a mixture of 4-(2-((4-acetamiotadocyclohexyl)methyl)-2H-tetrazol-5-yl)-6- methylpicolinic acid (prepared as described in step 1 of the synthesis of 4-(2-(((frans)-4- acetamiotadocyclohexyl)methyl)-2/-/-tetrazol-5-yl)-lambda/-((6-hydroxypyriotadiotan-2-yl)methyl)-6-methylpiotacoliotanamiotade, Example 204) (50 mg, 0 14 mmol), (3-(amiotanomethyl)pheny.)methanol (prepared as described in step 1 of the synthesis of lambda/-(3-(hydroxymethyl)benzyl)-6-methyl-4-(2-(((/rans)-4-(methylsulfonamiotado)cydohexyl)methyl)-2H-tetrazol-5-yl)piotacoliotanamiotade, Example 183) (29 mg, 0 21 mmol), and triethylamine (0 03 mL, 0 21 mmol) in lambda/,lambda/-diotamethylformamiotade (2 mL) The mixture was stirred at room temperature for 18 hours The reaction mixture was purified by reverse phase preparative HPLC Fractions containing desired product were combined and concentrated The resulting residue was taken up in methanol and passed through a carbonate cartridge The filtrate was concentrated to afford the title compound as a solid (22 mg, 33%) MS (ES+) m/z 478 (M+H) 1H NMR (400 MHz, DMSO-d6) delta ppm 1 04 – 1 26 (m, 6 H), 1 56 – 1 67 (m, 2 H), 1 71 – 1 85 (m, 5 H), 1 91 – 2 03 (m, 1 H), 2 67 (s, 3 H), 3 25 – 3 35 (m, 1 H), 4 48 (s, 2 H), 4 54 (d, J=6 59 Hz, 2 H), 4 67 (d, J=I 32 Hz, 2 H), 7 14 – 7 34 (m, 3 H), 7 66 (d, J=I 32 Hz, 1 H), 8 08 (s, 1 H), 8 44 (s, 1 H), 9 22 (t, J=5 86 Hz, 1 H)

According to the analysis of related databases, 34231-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; WO2009/16498; (2009); A1;,
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Electric Literature of 7073-69-0 ,Some common heterocyclic compound, 7073-69-0, 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.

In a 250 mL three-necked flask, 0.03 mol of dibenzofuran-3-amine, 0.04 mol, was added under nitrogen protection.2-(2-Bromophenyl)propan-2-ol, 150 mL of toluene was stirred and mixed, then 0.05 mol of sodium t-butoxide, 0.0015 mol of Pd2 (dba) 3, 0.0015 mol of tri-tert-butylphosphine, and heated to 115 C, Reflow reaction for 24 hours; naturally cool to room temperature, filter, filterThe liquid was subjected to vacuum distillation (-0.09 MPa, 85 C), and passed through a neutral silica gel column.Obtaining 2-(2-(dibenzofuran-3-ylamino)phenyl)propan-2-ol;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7073-69-0, its application will become more common.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Miao Kangjian; Zhang Zhaochao; Zhang Xiaoqing; Li Chong; (43 pag.)CN108164470; (2018); A;,
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Application of 1805-32-9 ,Some common heterocyclic compound, 1805-32-9, molecular formula is C7H6Cl2O, 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.

Step A Preparation 2-[(3,4-dichlorobenzyl)oxy]nitrobenzene A solution of 3,4-dichlorobenzyl alcohol (25.0 g, 141 mmol), 2-fluorobenzaldehyde (14.9 mL, 141 mmol) and potassium carbonate (39.0 g, 282 mmol) in 100 mL of dry DMF was stirred a 60 C. overnight. The DMF was removed in vacuo, and the resulting product was taken up in EtOAc/water. The organic phase was washed with brine, dried (Na2 SO4), filtered, and concentrated in vacuo to provide the titled compound which was used in the next reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1805-32-9, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US6103723; (2000); A;,
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Related Products of 552331-15-4 ,Some common heterocyclic compound, 552331-15-4, molecular formula is C8H8BrFO, 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.

To a solution of compound 31-2 (46.0 g, 210.0 mmol) and triethylsilane (48.8 g, 420.0 mmol, 66.9 mL) in DCM (500.0 mL) was added BF3.Et20 (59.6 g, 420.0 mmol, 51.8 mL) at 0C. The mixture was stirred at 25C for 2 h, concentrated, quenched by addition of (0767) Sat.NaHC03 (200 mL) at 0C, and extracted with ethyl acetate (200 mL chi 3). The combined organic layers were washed with brine (200 mL chi 3), dried over Na2S04, filtered and concentrated. The residue was purified by column chromatography (Si02) to afford compound 31-3 (24.0 g). 1H MR (CHLOROFORM-^, 400MHz) delta 7.31 (dd, J= 2.2, 6.6 Hz, 1H), 7.27 – 7.21 (m, 1H), 6.87 (t, J= 9.2 Hz, 1H), 2.62 (q, J= 7.5 Hz, 2H), 1.20 (t, J= 7.6 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,552331-15-4, its application will become more common.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (159 pag.)WO2018/102751; (2018); A1;,
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Application of 2807-30-9 ,Some common heterocyclic compound, 2807-30-9, molecular formula is C5H12O2, 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.

(1) Weigh 100g ethylene glycol mono-n-propyl ether,0.3 g of N, N-dimethylaniline,This was added to the reaction vessel with a reflux condenser,115.97 g of thionyl chloride (content of 99.3%, sulfuryl chloride content of 0.5%) was added to a constant pressure dropping funnel,Warming up to 35 C, turning on stirring,Thionyl chloride was slowly added dropwise to the reaction vessel to release sulfur dioxide and hydrogen chloride gas during the reaction,Control thionyl chloride dropping speed,The temperature of the reaction solution was maintained at 60 ± 5 C;(2) until the thionyl chloride is added dropwise,According to the reaction gas evolution rate gradually warmed to 95 ,Until no gas release, continue to heat 1h get crude,After the crude product is cooled down to 40 C, a certain amount of lye is added and stirred,The remaining thionyl chloride decomposition and neutralization of acid,Then add a certain amount of water for hydrolysis,After standing for liquid separation, 117.65 g of 2-propoxychloroethane was obtained.After testing, the chromatographic content of the product was 99.84%Yield of 99.89%.

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. 2807-30-9, 2-Propoxyethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shandong Kaisheng New Materials Co., Ltd.; Shi Yufei; Zhang Taiming; Han Nannan; Wang Ronghai; Xue Juqiang; Wang Jun; Li Guanghui; Huang Guiqing; (5 pag.)CN106831368; (2017); 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.2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, molecular weight is 86.13, as common compound, the synthetic route is as follows.Safety of 2-Cyclopropylethanol

EXAMPLE 172; 2-[9-(2-cyclopropylethoxy)-6-(2-hydroxy-2-methylpropyl)-leta-phenanthro[9,10-d]imidazol-2-yl]-5- fluoroisophthalonitrile; Step 1; 3-bromo-6-(2-cyclopropylethoxy)phenanthrene; To a mixture of 6-bromophenanthren-3-ol (3 g, 11 mmol) from Step 1 of Route A of Example 168, 2-cyclopropylethanol (2.85 g, 33 mmol) and triphenylphosphine (5.78 g, 22 mmol) in THF (50 mL) was added di-tert-butylazodicarboxylate (5.08 g, 22 mmol). The reaction mixture was stirred at room temperature overnight, then quenched with water. The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine, dried over MgSO4, filtered and concentrated. The material was purified by flash chromatography on silica (100% hexanes) to afford 3- bromo-6-(2-cyclopropylethoxy)phenanthrene.

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; MERCK FROSST CANADA LTD.; WO2007/59610; (2007); 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 116-02-9, name is 3,3,5-Trimethylcyclohexanol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C9H18O

a) 426g (3,00 Mol) of Homomenthol is added to the above-mentioned filtrate, the temperature is raised to 60C and under stirring and a vacuum of lOOmbar the Ethyl acetate is distilled off the reaction mixture. Then 56g of Sulfuric acid are added at a tempera- ture of 50C within 20minutes, stirring is continued for 6h. For work-up 500g of Toluene are added to the reaction mixture and after cooling to 5-10C the dosage of 500g of iced water follows. After separation of the water layer the organic layer is washed to neutral with aqueous Sodium hydroxide solution (10% w/w) and finally with saturated aqueous Sodium chloride solution. After separation of the water layer the organic layer is distilled resulting 250g (0,93 Mol) of product. Yield (overall): 58% of theory.

With the rapid development of chemical substances, we look forward to future research findings about 116-02-9.

Reference:
Patent; SYMRISE AG; STUHLMANN, Dominik; MEYER, Imke; KOCH, Oskar; OERTLING, Helko; HERRMANN, Martina; GOeMANN, Claudia; WO2014/198602; (2014); 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. 117284-59-0, name is 2-(2,2-Difluorocyclopropyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-(2,2-Difluorocyclopropyl)ethanol

5.41 g (54.1 mmol) of chromium trioxide was dissolved in 90.2 mL of 1.5 M sulfuric acid solution, and cooled at with stirring 0 C. 3.3g (27.1 mmol) of 2-(2,2-difluorocyclopropyl)ethanol was dissolved in 90.2 mL of acetone. The mixture was added dropwise to a chromium trioxide-sulfuric acid solution with stirring at 0 C. After the addition was completed, the reaction solution was stirred at 0 C for 4 hours. The organic layer was extracted with diethyl ether (50 mL34). The combined organic layers were washed with brine. It was then extracted with 2M sodium hydroxide solution (50 mL34) and the aqueous layers were combined. The aqueous layer was acidified to pH < 1 with sulfuric acid with stirring in an ice bath. The organic layer was extracted with diethyl ether (50 mL 3 4), and the combined organic layers were washed with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated to give 3.4g colorless liquid 2-(2,2-difluorocyclopropyl)acetic acid in 92% yield. 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, 117284-59-0, 2-(2,2-Difluorocyclopropyl)ethanol. Reference:
Patent; Shanghai Institute Of Materia Medica Chinese Academy of Sciences; LIU, Hong; ZHOU, Yu; XIA, Wenjing; ZHANG, Dong; JIANG, Hualiang; CHEN, Kaixian; (49 pag.)EP3459948; (2019); A1;,
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