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. 5333-42-6, name is 2-octyldodecan-1-ol. A new synthetic method of this compound is introduced below., COA of Formula: C20H42O

2-octyldodecyl thiophene-3-carboxylate (SI). A solution of thiophene-3-carboxylic acid (1, 5.126 g, 40 mmol) in 150 mL DCM was stirred at room temperature under N2. Then 4-Dimethylaminopyridine (1.466 g, 12 mmol), a DCM solution of Nu,Nu’-dicyclohexylcarbodiimide ( 9904 mg , 48 mmol ) and 2-octyldodecan-l-ol (2, 23.88 g, 80 mmol ) were added to the system. The reaction mixture was stirred for another 12 hours. 50 mL distilled water was added and the reaction mixture was filtered, diluted with hexane and washed with water and brine. The organic layer was dried over Na2S04, filtered and concentrated. Then the residue was purified with silica gel chromatography to provide pure product as transparent liquid (17.25 g, 92% yield). 1H NMR (400 MHz, CDC13) delta 8.08 (d, / = 1.7 Hz, 1H), 7.54 – 7.51 (m, 1H), 7.31 – 7.28 (m, 1H), 4.18 (d, / = 5.6 Hz, 2H), 1.74 (d, / = 4.4 Hz, 1H), 1.41 – 1.22 (m, 32H), 0.88 (t, / = 6.3 Hz, 6H). 13C NMR (101 MHz, CDC13) delta 163.13, 134.27, 132.57, 128.09, 126.07, 67.68, 37.63, 32.12, 32.11, 31.64, 30.15, 29.85, 29.80, 29.76, 29.55, 29.51, 26.96, 22.89, 22.88, 14.31. HRMS (MALDI+) Calcd for C25H4402S (M+): 408.3062, Found: 408.3080.

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, 5333-42-6, 2-octyldodecan-1-ol.

Reference:
Patent; THE HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY; YAN, He; LIU, Jing; (52 pag.)WO2017/223407; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 558-42-9, 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 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 1-chloro-2-methyl-propan-2-ol (10 mL ), 4-hydroxybenzonitrile (2 g, 16.8 mmol), K2CO3 (9.3 g, 67.3 mmol) in water (6 mL) and ethanol (60 mL) was heated at 80 °C for 16 hours. The reaction mixture was cooled and the solvent was concentrated in vacuo. The residue was diluted with ether (200 mL) and filtered and the filtrate was washed sequentially with water (50 mL) and brine solution (50 mL). The organics were separated and dried over MgSO4 and solvent was removed in vacuo to give a residue which was purified by silica gel column chromatography using (0-100percent) EtOAc/DCM as eluent to give 4-(2-hydroxy- 2-methyl-propoxy)benzonitrile (3.0 g, 94 percent) as a yellow solid. ESI-MS m/z calc. 191.1, found 192.3 (M+1)+; Retention time: 1.05 minutes (3 min run).

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 558-42-9, 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HADIDA-RUAH, Sara, Sabina; ARUMUGAM, Vijayalaksmi; DENINNO, Michael, Paul; FRIEMAN, Bryan, A.; KALLEL, Edward, Adam; MILLER, Mark, Thomas; UY, Johnny; ZHOU, Jinglan; WO2013/109521; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 67853-03-6, Methyl 3-(hydroxymethyl)benzoate, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

3-HYDROXYMETHYL-BENZOIC acid methyl ester (200 mg, 1.20 mmol) was dissolved in dichloromethane (5 ml). PCC (388 mg, 1.8 mmol) was added therein. The reaction mixture was stirred at room temperature for 3 hours to give 3-FORMYL-BENZOIC acid methyl ester (140 mg, yield: 72%, white solid).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67853-03-6, Methyl 3-(hydroxymethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; JE IL PHARMACEUTICAL CO., LTD.; WO2004/113281; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 1462-03-9, 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. 1462-03-9, name is 1-Methylcyclopentanol, molecular formula is C6H12O, 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 3 4-(1-Methyl-1-cyclopentyl)resorcinol From 1-methylcyclopentanol as a solid. 1 H NMR (400 MHz, CDCl3 -MeOH): d 1.31 (3H, s); 1.74-1.89 (4H, m); 1.94-2.03 (4H, m); 6.33-6.34 (1H, m); 6.39 (1H, dd, J=2.5, 8.4 Hz); 7.10 (1H, m). M/Z (ES-ve) gives 191.6 (M-H).

According to the analysis of related databases, 1462-03-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US6132740; (2000); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 1467-84-1, Adding some certain compound to certain chemical reactions, such as: 1467-84-1, name is (trans-4-Aminocyclohexyl)methanol,molecular formula is C7H15NO, 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 1467-84-1.

To a mixture of (4-aminocyclohexyl)methanol (6.62 g, 40 mmol) and K2C03 (11.04 g, 80 mmol) was in MeCN (60 mL) at 0 C was added Mel (5.6 g, 40 mmol) dropwise, the reaction mixture was stirred at rt for 7 h, filtered, and the filtrate was concentrated to afford the crude title compound. ESI-MS m/z 144 (MH)+.

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. 1467-84-1, (trans-4-Aminocyclohexyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VENATORX PHARMACEUTICALS, INC.; BURNS, Christopher, J.; CHU, Guo-Hua; HAMRICK, Jodie; BOYD, Steven, A.; CONDON, Stephen, M.; (0 pag.)WO2019/232053; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 34957-73-8, 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 34957-73-8 as follows.

Step 2; 9-Oxo-nonanoic acid methyl ester; To a solution of 5.2 g (28 mmol) 9-Hydroxy-nonanoic acid methyl ester in 350 mL DCM is added 9.1 g (41 mmol) Pyridinium chlorochromate and the reaction is stirred for 15 h at rt. The reaction is diluted with DCM, silica is added, the mixture is filtered through a pad of Hyflo and thoroughly washed with DCM. The solvent is removed in vacuo to give the title compound as a green oil, which is used without further purification. MS (method D): 204 [M+H2O]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,34957-73-8, its application will become more common.

Reference:
Patent; NOVARTIS AG; WO2008/101665; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 4728-12-5 , The common heterocyclic compound, 4728-12-5, name is (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, molecular formula is C7H14O3, 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 stirred suspension of pyridinium chlorochromate (1.1 g) and diatomaceous earth (10 g) in dichloromethane (10 mL) was added (2,2-dimethyl-1,3-dioxan-5-yl)methanol (0.5 g) as a solution in dichloromethane (3 mL) dropwise. The mixture was stirred at room temperature for 2 hours. The suspension was filtered through diatomaceous earth and washed with ethyl acetate. The crude product was filtered through silica gel and concentrated to give the title compound. 1H NMR (501 MHz, chloroform-d) delta ppm 9.89 (s, 1H), 4.28? 4.17 (m, 4H), 2.42? 2.32 (m, 1H), 1.49 (s, 3H), 1.39 (s, 3H). MS (ESI) m/e 305.9 (2M+NH4)+.

The synthetic route of 4728-12-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; BENATUIL, Lorenzo; BRUNCKO, Milan; JUDD, Andrew, S.; LI, Yingchun; MCCLUSKEY, Andrew; PHILLIPS, Andrew, C.; PHILLIPS, Darren, C.; SEAGAL, Jane; SOUERS, Andrew, J.; (808 pag.)WO2017/214462; (2017); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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.647-42-7, name is 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol, molecular formula is C8H5F13O, molecular weight is 364.1, as common compound, the synthetic route is as follows.HPLC of Formula: C8H5F13O

Weigh 2.2 g of succinic anhydride in a 250 ml dry anhydrous three-necked flask.After filling with nitrogen for 10 min, the air in the flask and a small amount of water in the reaction system were replaced.80 ml of anhydrous ethylene glycol dimethyl ether was added to the reaction system.After pyridine 0.15ml, the temperature was raised to 75 C, 7.28 g of trifluoro-n-octanol and 40 ml of ethylene glycol dimethyl ether were gradually added dropwise to the reaction system, and the addition process was carried out to ensure that the temperature of the reaction system was controlled at 65-75 C, and the addition was completed. Rear,The reaction was maintained at 75 C for 18 h, and the reaction was stopped after 18 h.After the reaction, a certain amount of saturated NaHCO3 was added to the reaction system, and the succinic acid monoester acid was converted into a sodium salt dissolved in water. Then, a certain amount of ethyl acetate is poured into the reaction system, and unreacted fluoroalcohol, succinic anhydride and the reaction to form a succinic acid diester are dissolved in the organic phase, and the monoester acid is dissolved in the aqueous phase, and the aqueous phase is separated.The obtained aqueous phase is placed in an ice water bath, acidified with concentrated hydrochloric acid, and extracted with a certain amount of ethyl acetate, and the extract is dried with a certain amount of anhydrous magnesium sulfate.Distillation under reduced pressure gave a purer succinic acid monoester acid. The synthetic route is as follows:

At the same time, in my other blogs, there are other synthetic methods of this type of compound,647-42-7, 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Han Tuo Optical Materials Co., Ltd.; Fu Zhiwei; Song Hongbo; Dai Junyan; Ran Ruicheng; Mao Guoping; (23 pag.)CN108997182; (2018); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 534-03-2, 2-Aminopropane-1,3-diol, 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, HPLC of Formula: C3H9NO2, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C3H9NO2

Compound 2. Methylated lithocholic acid (1) (1.5 g, 3.8 mmol), serinol (0.41 g, 4.6 mmol), 1-hydroxybenzotriazole monohydrate (HOBt) (0.61 g, 4.6 mmol) was dissolved in anhydrous DMF (30 mL). 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride (EDC.HCl) (0.87 g, 4.55 mmol) was added in small portions at 0 C. and the resulting solution left stirring at room temperature for 20 h. The solution was taken up with EtOAc (100 mL) and was washed successively with a 1 M aqueous NaHCO3 solution (100 mL), a 0.1 M aqueous HCl solution (100 mL) and brine (2×100 mL). Then the organic layer was dried with anhydrous Na2SO4 and the solvent was removed by rotary evaporation. The reaction mixture was precipitated with ether (100 mL) and the resulting solid was collected and dried in vacuo to afford amide-containing diol (2) as a white solid (1.60 g, 91%). This product was used for next reaction without further purification. 1H NMR (300 MHz, CDCl3): delta 6.86 (d, J=7.9 Hz, 1H), 3.88-3.80 (m, 4H), 3.76-3.64 (m, 2H), 3.64-3.52 (m, 2H), 3.36 (s, 3H), 3.26-3.12 (m, 1H), 2.34-2.21 (m, 1H), 2.17-2.05 (m, 1H), 1.98-1.50 (m, 9H), 1.48-0.94 (m, 16H), 0.94-0.84 (m, 6H), 0.65 (s, 3H); 13C NMR (75 MHz, CDCl3): delta 175.4, 80.7, 61.4, 56.5, 56.0, 55.4, 52.5, 49.3, 49.0, 48.7, 48.4, 42.8, 42.1, 40.4, 40.2, 35.9, 35.6, 35.2, 34.9, 32.7, 31.8, 28.2, 27.3, 26.7, 26.4, 24.2, 23.4, 20.8, 18.3, 12.0; MS (MALDI-TOF): calcd. for C28H49NO4 [M+Na]+ 486.3554, found 486.3570.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,534-03-2, 2-Aminopropane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; Gellman, Samuel Helmer; Chae, Pil Seok; Kobilka, Brian; Rasmussen, Soren; US2013/266656; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 6920-22-5 , The common heterocyclic compound, 6920-22-5, name is Hexane-1,2-diol, molecular formula is C6H14O2, 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.

Example 1 – Deoxydehyd ration of 1,2-decanediol In the following examples, unless something else is stated, 40 mmol of diol, 2.0 mmol of catalyst (5 mol%, calculated with respect to the amount of vanadium), 500 mg of hexadecane (internal standard), and 100 ml of solvent were mixed in a 300 ml PTFE cup and placed in a 400 ml autoclave with a magnetic stir bar and computer-controlled heating plate. The autoclave was sealed, pressurized with 10-25 bar of H2, N2, or CO and heated to 230 C for 1000 min (corresponding to ~ 16 h at the reaction temperature); the temperature typically stabilized between 225 and 235 C. When the system had cooled to room temperature, the pressure was released, the reaction mixture was filtered to remove a black precipitate and analyzed by GC (for determination of conversion and yields) and GC-MS (for observation and identification of other products). Comparison of solvents A number of primary or secondary monohydric Ci-Cio alcohol solvents were tested together with NH4V03 as the catalyst. In addition, their performance was compared to that of acetone and hexane as solvents. The yields of 1-decene (C=C), 2-decanone (C=0), 2-decanol (2OH), and 1-decanol (lOH) are provided below in Table 1. It is evident that using a primary or secondary monohydric Ci-Cio alcohol as the solvent results in a better selectivity of 1-decene than any of the comparative solvents.

The synthetic route of 6920-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANMARKS TEKNISKE UNIVERSITET; DETHLEFSEN, Johannes Rytter; FRISTRUP, Peter; (30 pag.)WO2016/101958; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts