Category: alcohols-buliding-blocks

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. 6214-44-4, name is (4-Ethoxyphenyl)methanol. A new synthetic method of this compound is introduced below., 6214-44-4

A mixture of benzyl alcohol (1 mmol), phenylacetonitrile (3 mmol), 0.0998 g of metal-MgO (Pd: 0.0075 mmol; Au: 0.0075 mmol; Pt: 0.0075 mmol), trifluorotoluene (1 ml) and n-dodecane (20 mul) as internal standard were placed into an autoclave. The resulting mixtures were vigorously stirred at 180 C under nitrogen, being monitored by GC.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6214-44-4, (4-Ethoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Corma, Avelino; Rodenas, Tania; Sabater, Maria J.; Journal of Catalysis; vol. 279; 2; (2011); p. 319 – 327;,
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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.110-73-6, name is 2-(Ethylamino)ethanol, molecular formula is C4H11NO, molecular weight is 89.1362, as common compound, the synthetic route is as follows.110-73-6

General procedure: To a solution of 3-formylchromone 5 (1 equiv) in 1,2-dichloroethane was added secondary amine 6a-o (1.2 equiv) and sodium triacetoxyborohydride (1.5 equiv). After stirring at room temperature for 12 h, the reaction mixture was quenched with H2O and extracted with CH2Cl2. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash silica gel chromatography to obtained 4a-n.

Statistics shows that 110-73-6 is playing an increasingly important role. we look forward to future research findings about 2-(Ethylamino)ethanol.

Reference:
Article; Joo, Cheonik; Venkateswararao, Eeda; Lee, Ki-Cheul; Sharma, Vinay K.; Kyung, Min-Sik; Kim, Youngsoo; Jung, Sang-Hun; Bioorganic and Medicinal Chemistry; vol. 20; 19; (2012); p. 5757 – 5762;,
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2050-25-1 , The common heterocyclic compound, 2050-25-1, name is 2-(2-(Benzyloxy)ethoxy)ethanol, molecular formula is C11H16O3, 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.

Under a nitrogen atmosphere, silver trifluoromethane sulfonate (19.64 g, 76.44 mmol), lithium trifluoromethane sulfonate (3.97 g, 25.48 mmol), 1-(chloromethyl)-4-fluoro- 1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (18.05 g, 50.96 mmol) and potassium fluoride (5.92 g, 101.92 mmol) were mixed.2-(2-benzyloxyethoxy)ethanol (5 g, 25.48 mmol), trimethyl(1,1,2,2,2-pentafluoroethyl)silane (14.69 g, 76.44 mmol), EtOAc (20 mL), trifluoromethylbenzene (20 mL), and 2-fluoropyridine (7.42 g, 76.44 mmol) were then added under N2 atmosphere in this order. The reaction mixture was stirred under N2 atmosphere for 60 h at 30 C then filtered through a plug of silica (eluting with EtOAc). The filtrate was collected and concentrated. The residue was purified via silica gel chromatography (PE:EtOAc = 25:1) to obtain 2-[2-(1,1,2,2,2-pentafluoroethoxy)ethoxy]ethoxymethylbenzene (2.5 g, 31% yield) as a light yellow liquid. 1H NMR (400 MHz, CDCl3) d 7.36- 7.24 (m, 5H), 4.56 (s, 2H), 4.17- 4.11 (m, 2H), 3.76- 3.72 (m, 2H), 3.71- 3.65 (m, 2H), 3.65- 3.60 (m, 2H). 19F NMR (376 MHz, CDCl3) d -90.77 (s), -86.02 (s).

According to the analysis of related databases, 2050-25-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NAVITOR PHARMACEUTICALS, INC.; SAIAH, Eddine; O’NEILL, David, John; KANG, Seong Woo Anthony; (366 pag.)WO2019/241789; (2019); A1;,
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617-94-7, 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. 617-94-7, name is 2-Phenyl-2-propanol, molecular formula is C9H12O, 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 solution of NaH (60 % dispersion in mineral oil, 105 mg, 9.61 mmol) in diethylether (9.5 ml)was added alpha,alpha-dimethyl benzenemethanol (3.04 g, 22.3 mmol) at 0 C. After stirring for 40 min atr oom temperature, trichloroacetonitrile (2.0 ml, 20.0 mmol) was added at 0 C. The reaction mixture was stirred for 3 h at room temperature and concentrated in vacuo. Hexane (2.5 ml) and MeOH (0.1ml) were added to the resulting residue. The mixture was filtered through Celite and concentrated invacuo to give S11 (4.85 g, 78%).

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. 617-94-7, 2-Phenyl-2-propanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ota, Eisuke; Mikame, Yu; Hirai, Go; Nishiyama, Shigeru; Sodeoka, Mikiko; Synlett; vol. 27; 7; (2016); p. 1128 – 1132;,
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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. 4415-82-1, name is Cyclobutylmethanol. This compound has unique chemical properties. The synthetic route is as follows. 4415-82-1

Step 1. 4-Bromo-5-(cyclobutylmethoxy)-2-nitroaniline Sodium hydride (0.82 g, 60% w/w, 20 mmol) was added at 0 C. to a solution of cyclobutyl/methanol (1.8 mL, 20 mmol) in THF (40 mL). The 0 C. bath was removed, and the reaction mixture was stirred for 30 min. The reaction mixture was again cooled to 0 C. with an ice bath, and 4-bromo-5-fluoro-2-nitroaniline (2.5 g, 11 mmol) was added. The ice bath was removed, and the reaction mixture was stirred for 18 h at room temperature. The reaction was quenched with sat. NH4Cl and then diluted with H2O. The aqueous solution was extracted with EtOAc (125 mL), and the organic layer was separated and washed with brine (100 mL). The resulting organic layer was dried over MgSO4, filtered, and concentrated. Recrystallization from CH2Cl2/hexanes upon cooling at 0 C. overnight afforded the title compound as a red-brown solid (2.3 g, 72%). 1H NMR (300 MHz, CDCl3) delta 8.28 (d, J=1.0 Hz, 1H), 6.07 (s, 1H), 3.90 (d, J=6.0 Hz, 2H), 2.88-2.61 (m, 1H), 2.09 2.25-2.00 (m, 2H), 2.01-1.71 (m, 4H). LCMS calculated for C11H14BrN2O3 (M+H)+: m/z=301.0, 303.0. found: 301.1, 303.1.

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, 4415-82-1, Cyclobutylmethanol.

Reference:
Patent; Incyte Corporation; Yue, Eddy W.; Combs, Andrew P.; Buesking, Andrew W.; US2015/148375; (2015); A1;,
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3973-18-0, 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 3973-18-0, name is Propynol ethoxylate. This compound has unique chemical properties. The synthetic route is as follows.

4-((2-azidoethyl)amino)-N-(4-fluorophenyl)-N’-hydroxy-1,2,5-oxadiazole-3-carboxamidine (III-4, 0.75g, 2.45mmol) into a 50mL eggplant-shaped bottle,Add 3mL of water and 18mL of acetonitrile solution respectively. Under ice bath, add ethoxylated propynol (290 muL, 2.94 mmol) and cuprous iodide (93 mg, 0.49 mmol),Keep warm and stir for 0.5h, then transfer to room temperature and continue stirring for about 8h.TLC monitored the reaction until the reaction was complete (developing agent: dichloromethane: methanol = 15:1 v/v); the solvent was distilled off under reduced pressure, methanol (20 mL) was added and stirred for 30 min, filtered with suction, and the solvent was distilled off under reduced pressure to obtain a light brown solid , Column chromatography purification (eluent: petroleum ether: ethyl acetate = 2:1 ~ 1:4v/v), to obtain 165mg white solid I-8, the yield was 17.3%,

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 3973-18-0, Propynol ethoxylate.

Reference:
Patent; China Pharmaceutical University; Zhu Qihua; Zhang Shan; He Guangchao; Shen Hui; Wang Yiwei; Gu Shuhui; Sun Zeren; Xu Yungen; (24 pag.)CN111138425; (2020); A;,
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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 42142-52-9 as follows., 42142-52-9

To a solution of 25 g N-methyl-3-phenyl-3-hydroxyphenyl propylamine in hexamethylphosphorous triamide and 19 g potassium f-butoxide at 50-600C was charged 50 g of 2-flourotoluene and the mixture was heated to 105-1100C. The reaction was maintained for 19-20 hours. After the completion of the reaction (monitored by TLC) there were charged 250 ml of water followed by 250 ml toluene and the mixture was stirred for 10-15 minutes. The aqueous and organic layers were separated, then the aqueous layer was extracted with (2*75 ml) toluene. The combined organic layer was washed with (3×75 ml) water and then subjected to distillation to obtain a thick residue. The residue was dissolved in 150 ml of acetone followed by adding of 12.5 g oxalic acid and 200 ml of isopropyl ether and the mixture was stirred for 1-1.5 hours at 0-50C, then the obtained solid was separated by filtration and washed with isopropyl ether (100 ml) resulting in the (+/-)-atomoxetine oxalate with yield 62.4% and a purity of 95.4 area-% by HPLC.

The chemical industry reduces the impact on the environment during synthesis 42142-52-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2006/37055; (2006); 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. 349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol. A new synthetic method of this compound is introduced below., 349-75-7

A solution of (3-Trifluoromethyl-phenyl)-methanol (180 g, 1.0 mol, 1.0 eqiv.) in dichloromethane (1000 mL) was cooled below 10 C. and phosphorus tribromide (360 g, 1.30 mol, 1.3 eqiv.) was added dropwise in 30 minutes. The mixture was stirred overnight and water was added dropwise until no gas was produced. The solution was washed with saturated sodium hydrogen carbonate (2¡Á500 mL) and water (200 mL). The organic layer dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound as an brown-red liquid (163 g, 67%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,349-75-7, (3-(Trifluoromethyl)phenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Kalypsys, Inc.; US2005/234046; (2005); A1;,
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78573-45-2, Adding a certain compound to certain chemical reactions, such as: 78573-45-2, 3-(3-(Trifluoromethyl)phenyl)propan-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, 78573-45-2, blongs to alcohols-buliding-blocks compound.

Example 4 Preparation of methanesulfonic acid 3-(3-trifluoromethyl-phenyl)-propyl ester To a stirred solution of 3-(3-trifluoromethyl-phenyl)-propan-1-ol (250 g, 1.224 mol) and triethylamine (148.52 g, 1.47 mol) in dichloromethane (1.25 L), methanesulfonyl chloride (161.32 g, 1.41 mol) was added at 25 C. to 40 C. and reaction mixture was stirred for 2-3 hours at 40 C. Thereafter, reaction mixture was washed with demineralized water (500 ml*3) and dried over anhydrous sodium sulfate. The dichloromethane was distilled off to give 335 g of title compound having purity 91.58% by HPLC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78573-45-2, its application will become more common.

Reference:
Patent; IND-SWIFT LABORATORIES LIMITED; US2011/172455; (2011); A1;,
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5391-88-8, Adding a certain compound to certain chemical reactions, such as: 5391-88-8, 1-(4-Bromophenyl)ethanol, 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, 5391-88-8, blongs to alcohols-buliding-blocks compound.

l-(4-bromo-phenyl)-ethanol was stirred in aq. HCl at room temperature for 20 h. The excess acid was evaporated under vacuum to give the expected product in quantative yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5391-88-8, its application will become more common.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; BLANC, Javier; HODGES, Alastair, James; BURLI, Roland, Werner; BRECCIA, Perla; BLACKABY, Wesley, Peter; VAN ROMPAEY, Luc, Juliaan, Corina; FLETCHER, Stephen, Robert; WO2010/10184; (2010); A1;,
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