Category: alcohols-buliding-blocks

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 627-18-9, name is 3-Bromopropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. name: 3-Bromopropan-1-ol

General procedure: To a solution of DHA (10.0 mmol) and 2-bromoethanol (10.0 mmol) in CH2Cl2 (30 mL), boronfluoride ethyl ether (0.5 mL) was added dropwise at 0 C. The reaction mixture was stirred at 0 Cfor 8 h, then washed with saturated NaHCO3 solution (20 mL x 3). The organic layer was dried overanhydrous Na2SO4 and concentrated under reduced pressure. The crude products were purified bysilica gel column chromatography (PET/EtOAc = 10:1, v/v) to get the target compound 7a.The compounds 7b and 9a were synthesized by the same operation procedure of compound 7a.

With the rapid development of chemical substances, we look forward to future research findings about 627-18-9.

Reference:
Article; Tian, Ye; Liang, Zhen; Xu, Hang; Mou, Yanhua; Guo, Chun; Molecules; vol. 21; 6; (2016);,
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Synthetic Route of 769-30-2, 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 769-30-2, name is Benzo[d][1,3]dioxol-4-ylmethanol. This compound has unique chemical properties. The synthetic route is as follows.

Example 6; Method AT5; Preparation of 1-Benzof1 3]dioxol-4-yl-2-bromo-ethanone; Step 1: Preparation of starting material 1-Benzor1, 3]dioxol-4-yl-ethanone; To a solution of MeMgBr in THF (1 M, 50 mL, 50 mmol, 1.5 eq) was diluted with 50 mL THF and cooled to-10 C. A solution of benzo [1,3] dioxole-4-carboxaldehyde (5.0 g, 33.3 mmol) in 50 mL THF was slowly added, and the reaction left to stir for 1 h. The reaction mixture was then quenched by pouring into 500 mL of ice cold sat. ammonium chloride and the mixture extracted with ether. The organic layers were dried over sodium sulfate and filtered through a plug of silica gel before concentrating in vacuo, providing 4.9 g of a white solid. A mixture of this solid (2.0 g, 12.0 mmol) and MnO2 (10.5 g, 120. 4 mmol, 10.0 eq) in 75 mL diethyl ether was stirred vigorously for 48 h. The reaction mixture was then filtered first through a plug of silica gel, then through a 0. 46 um frit before concentrating in vacuo to provide 2. 1g of an off-white solid. Purification by MPLC (Biotage) using a hexane-ethyl acetate gradient provided 1.47 g (74%) of 1- benzo [1,3] dioxol-4-yl-ethanone as an off-white solid. 1H-NMR (CDC13) 6 7.35 (d, J = 8 Hz, 1H), 6.97 (dm, J = 8 Hz, 1H), 6.87 (dd, J = 8 Hz, 1H), 6.08 (s, 2 H), 2.59 (s, 3H); TLC Rf = 0.18, 25% ethyl acetate-hexanes.

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 769-30-2, Benzo[d][1,3]dioxol-4-ylmethanol.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2003/72561; (2003); A1;,
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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.

Step 1.Preparation of I-(6-amino-pyridin-3-yloxy)-2-methyl-propan-2-olTo a microwave flask containing 6-aminopyridin-3-ol hydrobromide (700 mg, 3.66 mmol) and 1-chloro-2-methyl-2-propanol (597 mg, 5.5 mmol) in anhydrous dimethylformamide (17 ml) was added cesium carbonate (3.7 g, 11.4 mmol) and the material was heated in a microwave oven at 140° C. for 3 hours.The vial was cooled to ambient and the solvent was concentrated in vacuo (rotary evaporator/mechanical pump).The residue was taken up in methylene chloride and filtered to remove insolubles, rinsing well with methylene chloride.The crude material was purified by HPLC on silica gel, eluting with a gradient of 2percent to 10percent methanol/methylene chloride to provide the desired product as a orange-brown viscous oil which solidified on standing (449 mg). MS (H+)=183 m/e.

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; Berthel, Steven Joseph; Billedeau, Roland Joseph; Brotherton-Pleiss, Christine E.; Firooznia, Fariborz; Gabriel, Stephen Deems; Han, Xiaochun; Hilgenkamp, Ramona; Jaime-Figueroa, Saul; Kocer, Buelent; Lopez-Tapia, Francisco Javier; Lou, Yan; Orzechowski, Lucja; Owens, Timothy D.; Tan, Jenny; Wovkulich, Peter Michael; US2012/40949; (2012); 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. 221285-25-2, name is (2-Amino-6-fluorophenyl)methanol. A new synthetic method of this compound is introduced below., Computed Properties of C7H8FNO

General procedure: A solution of 4-toluene sulfonyl chloride (4.58 g, 1.2 equiv) or methanesulfonyl chloride (1.9 mL, 1.2 equiv) and pyridine (2 mL, 1.3 equiv) in 20 mL CH2Cl2 was added slowly to the solution of compound 11 (0.02 mol) in 40 mL CH2Cl2. The mixture was stirred overnight at room temperature. Then 30 mL diluted HCl solution was added to the reaction mixture, the organic layer was separated using separating funnel. Subequently, the aqueous phase was extracted with 15 mL CH2Cl2 three times, the combined organic layers were washed separately with saturated NaHCO3 (30 mL) and saturated NaCl (30 mL) three times. The organic layer was dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by column chromatography using petroleum ether/EtOAc = 1/1 to give the product 12.

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, 221285-25-2, (2-Amino-6-fluorophenyl)methanol.

Reference:
Article; Xu, Changrui; Wu, Zhengxing; Chen, Jianzhong; Xie, Fang; Zhang, Wanbin; Tetrahedron; vol. 73; 14; (2017); p. 1904 – 1910;,
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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. 2612-28-4, name is 2-Propylpropane-1,3-diol, the common compound, a new synthetic route is introduced below. Recommanded Product: 2-Propylpropane-1,3-diol

3rd Step 2-Propyl-1,3-propanediol 17.4 g (147 mol) and the above 3-(4-trifluoromethylphenyl)propanal 20.0 g (98.9 mmol) were dissolved in toluene 200 ml, and PTS 1 g was added, and the mixture was refluxed with heating for 3 hours while removing water formed with Dien-Stark. The reactant was washed with a saturated sodium bicarbonate aqueous solution, and then with saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography (eluent: toluene), and recrystallized twice from ethanol to obtain 5-propyl-2-(2-(4-trifluoromethylphenyl)ethyl)-1,3-dioxane 10.8 g (35.7 mmol). The yield was 36.1% from 3-(4-trifluoromethylphenyl) propanal. 1H-NMR(CDCl3) delta(ppm): 7.41 (dd,4H), 4.41(t,1H), 4.18-4.00(m,2H), 3.41-3.16(m,2H), 2.88-2.70(m,2H), 2.14-1.80(m,3H), 1.35-0.81(m,7H)

The synthetic route of 2612-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chisso Corporation; US6235355; (2001); B1;,
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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.64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol, molecular formula is C8H6ClF3O, molecular weight is 210.58, as common compound, the synthetic route is as follows.Safety of 2-Chloro-5-(trifluoromethyl)benzyl alcohol

Step 1 : Suzuki Coupling Reaction of Boronic Acid 5 and Aryl Chloride 13 to yield 6: A 3 M K2CO3 solution is prepared by adding 4.71 kg of solid K2CO3 to 10.3 L water. Cooling is applied to keep the solution at 20-25 0C. THF (12 L), aryl chloride 13 (2.69 kg), and boronic acid 5 (2.74kg) are added to the K2CO3 followed by a 1 L THF rinse. HPLC analysis is used to confirm the 1.00/1.00 ratio of 5/13. The solution is degassed by sparging with nitrogen gas for 70 min. The catalyst, 1,1 bis(di-tert- butylphosphino)ferrocene palladium dichloride (42g) is added as a solid and is followed by a degassed THF rinse (1.5 L). The organic layer turns dark brown immediately. The biphasic mixture is aged at 36-40C with vigorous stirring. After HPLC reveals complete conversion (15-18 h), the mixture is cooled to rt and the aqueous layer is removed. To the organic layer is added heptane (25.6L) and water (25.6 L) and the layers are cut. The organic layer is washed with water (19L). The organic layer is treated with 680 g Darco KB-B at rt for 60 min and filtered through solka-floc with a 10%THF/Heptane rinse (-15 L). The solvent is switched to heptane (-35 L) at -45-50 0C until <0.5v% of THF is left. More heptane is added to bring the total volume to -45-50 L. The solution is seeded with crystals obtained from earlier runs if no seed bed forms. The slurry is slowly cooled to rt and then to -15 0C. After aging at -15 0C for 1-2 h, after LC of the supernatant shows that there will be ~2g/l loss of the product in the supernatant, the slurry is filtered and the product is washed with cold heptane (-25 L), providing compound 6. At the same time, in my other blogs, there are other synthetic methods of this type of compound,64372-62-9, 2-Chloro-5-(trifluoromethyl)benzyl alcohol, and friends who are interested can also refer to it. Reference:
Patent; MERCK & CO., INC.; WO2007/5572; (2007); A1;,
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Related Products of 675580-49-1, 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 675580-49-1, name is (6-Chloroimidazo[1,2-b]pyridazin-3-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(6-Chloroimidazo[1,2-b]pyridazin-3-yl)methanol 72 (1 mmol) and the alkyl iodide (1.1 mmol) were dissolved in dry DMF (2 mL) and sodium hydride (60% disp, 1.1 mmol) added. After 2 h the mixture was poured into water and extracted (2×) with ethyl acetate. The combined organic layers were washed with 5% lithium chloride solution (5×), dried, concentrated and the residue purified by column chromatography (12 g ISCO column eluting with methylene chloride and a methanol/ammonia mixture (10:1); gradient 100% methylene chloride to 80% methylene chloride over 30 min at 25 mL/min) to provide the desired product 8.8a 6-Chloro-3-(methoxymethyl)imidazo[1,2-b]pyridazine was obtained as a yellow oil (100 mg, 51%); Rf=0.90 (CH2Cl2/MeOH/NH4OH, 160:18:2); 1H NMR (500 MHz, CD3OD) delta 8.05 (d, J=9.5 Hz, 1H), 7.81 (s, 1H), 7.34 (d, J=9.5 Hz, 1H), 4.85 (s, 2H), 3.41 (s, 3H).8b 6-Chloro-3-(ethoxymethyl)imidazo[1,2-b]pyridazine was obtained as a yellow oil (111 mg, 53%); Rf=0.90 (CH2Cl2/MeOH/NH4OH, 160:18:2); 1H NMR (500 MHz, CD3OD) delta 8.01 (d, J=9.5 Hz, 1H), 7.80 (s, 1H), 7.34 (d, J=9.5 Hz, 1H), 4.87 (s, 2H), 3.63 (quart, J=7.0 Hz, 2H), 1.21 (t, J=7.0 Hz, 3H).

According to the analysis of related databases, 675580-49-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALCON MANUFACTURING, LTD.; US2008/153813; (2008); A1;,
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Related Products of 3637-61-4, 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.3637-61-4, name is Cyclopentanemethanol, molecular formula is C6H12O, molecular weight is 100.16, as common compound, the synthetic route is as follows.

cyclopentane methanol (119a) (500 mg) was dissolved in pyridine (5 mL), under ice cooling, added TsCl (1.43 g), and the reaction was stirred at room temperature for 36 hours. After concentrating the solvent under reduced pressure, the residue ethyl acetate(50 mL) was added to the organic layer saturated aqueous sodium hydrogen carbonate solution (50 mL), washed with saturated brine (50 mL), and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reducedpressure, the residue was purified by silica gel flash column chromatography (developing solvent nhexane:ethyl acetate =50: 1) to obtain a colorless cyclopentylmethyl tosylate (120a) (864 mg, 68% yield) to give an oil.

Statistics shows that 3637-61-4 is playing an increasingly important role. we look forward to future research findings about Cyclopentanemethanol.

Reference:
Patent; Nagoya City University; Miyata, Naoki; Suzuki, Takayoshi; Ota, Yosuke; Ueda, Ryuzo; Ida, Shinsuke; Rie, Masaki; (47 pag.)JP5725475; (2015); B2;,
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Application of 5333-42-6, 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. 5333-42-6, name is 2-octyldodecan-1-ol, molecular formula is C20H42O, 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 6 Preparation of 2-octyldodecyl pentanoate To a 3-neck 1000 ml round-bottomed flask was added 2-octyl-1-dodecanol (140.0 g, 468.92 mmol, 1.0 equiv.), n-pentanoic acid (71.838 g, 703.40 mmol, 1.50 equiv.), toluene (175 ml) and p-toluenesulfonic acid monohydrate (0.8920 g, 4.689 mmol, 0.010 equiv.) at room temperature. The resulting mixture was heated at reflux with stirring in an oil bath at 134 C. under a nitrogen atmosphere for 12 hours. The water produced in the reaction was collected in a Dean-Stark trap. The cooled mixture was diluted with hexanes, washed with dilute aqueous 10% Na2CO3 solution, water, brine, dried (MgSO4), filtered, and concentrated in vacuo to afford a crude product. Excess solvent was further removed by heating the crude product with stirring in an oil bath under high vacuum for 3 hours to afford a light yellow liquid (178.0 g, 99%).

According to the analysis of related databases, 5333-42-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ExxonMobil Research and Engineering Company; Ng, Man Kit; Oumar-Mahamat, Halou; Cheng, Hong; Blain, David A.; Cooper, Kathleen K.; Carey, James T.; Douglass, Michael R.; Kanga, Percy R.; Patil, Abhimanyu O.; Bodige, Satish; Lewis, Kyle G.; Hagemeister, Mark P.; (40 pag.)US2017/183595; (2017); A1;,
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Synthetic Route of 15258-73-8 ,Some common heterocyclic compound, 15258-73-8, 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.

Compound 3-e (320 mg, 1.818 mmol) was obtained in an ice bath.Diisopropyl azodicarboxylate (400 mg, 2.00 mmol) was slowly added dropwise to a solution of 2-nitrophenol (250 mg, 1.818 mmol), triphenylphosphine (520 mg, 2.00 mmol) in tetrahydrofuran (5 mL). After stirring overnight at room temperature, the solvent was distilled off under reduced pressure, and the residue was purified by Prep-TLC (petroleum ether/ethyl acetate = 1:1) to give compound 3-d (0.30 g, 55%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15258-73-8, its application will become more common.

Reference:
Patent; SHANGHAI KAIHUI TECHNOLOGY DEVELOPMENT CO;LTD; XU, ZUSHENG; Kaihui Science And Technology Development (Shanghai) Co., Ltd.; Xu Zusheng; (100 pag.)CN103304571; (2018); B;,
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