Tag: M.W=100-200

372-30-5 , The common heterocyclic compound, 372-30-5, name is Ethyl 4,4,4-trifluoro-3-hydroxybutyrate, molecular formula is C6H9F3O3, 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.

A solution of ethyl 4,4,4-trifluoro-3-hydroxybutanoate (3.0 g, 16.1 mmol) in MeOH (8 mL) was stirred with aqueous ammonium (16 mL) at room temperature overnight. The mixture was concentrated to afford 4,4,4-trifluoro-3-hydroxybutanamide (2.19 g, yield: 87.6%).

The synthetic route of 372-30-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; FENG, Song; GAO, LU; HONG, Di; WANG, Lisha; YUN, Hongying; ZHAO, Shu-Hai; (89 pag.)US2016/200741; (2016); A1;,
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42822-86-6, 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. 42822-86-6, name is 2-(2-Hydroxypropan-2-yl)-5-methylcyclohexanol, molecular formula is C10H20O2, 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.

General procedure: para-Methane-3,8-diol (3, 5.0 g, 0.029 mol) and an appropriatemolar equivalence of acid anhydride were transferred into thereactor concurrently. Both reagents were stirred and heated at60 Cfor 10 minutes. The homogeneous mixture was achievedand 0.3 g of polymer-bound scandium triflate (PS-Sc(OTf)3)catalyst was added into the reaction mixture. The reaction wasstirred 60 Cfor 24 hours, while followed by sampling at anhourly interval. Upon the completion of the reaction, the catalyst was separated from the product mixture by filtration and theacid was removed by distillation. The obtained crude samplewas purified by column chromatography hexane/EtOAc (98:2).The colourless oily products were analysed.

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. 42822-86-6, 2-(2-Hydroxypropan-2-yl)-5-methylcyclohexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mafu, Lubabalo; Zeelie, Ben; Watts, Paul; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2046 – 2054;,
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627-18-9, 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 627-18-9, name is 3-Bromopropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

In a 500 mL round-bottom flask, 3-bromopropan-1-ol (12.4 g, 89.2 mmol, 1 eq.) was dissolved in acetone (200 mL). A solution of sodium azide (29.0 g, 466 mmol, 5.2 e.) in deionized water (120 mL) was added while stirring. A catalytic amount of Kl (approximately 2 mg) was added. This solution was stirred at room temperature for 48 hours. After extraction with diethyl ether (3 x 80 mL), the combined organic layers were dryed over K2CO3. The drying agent was filtered off and the solvent evaporated in vacuo to give 3-azidopropan-1-ol as a highly viscous colourless oil (8.09 g, 80.0 mmol, 90 %). HRMS ESI(+) (MeOH) calculated for [M+Na]+: 124.04813, found: 124.04790.

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 627-18-9, 3-Bromopropan-1-ol.

Reference:
Patent; Universitaet Zuerich; GADEMANN, Karl; BERG, Regina; MEIER, Andrea; (43 pag.)EP3508492; (2019); A1;,
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100-37-8, 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. 100-37-8, name is 2-(Diethylamino)ethanol. A new synthetic method of this compound is introduced below.

General procedure: To tetrahydrofuran (THF) (1 mL) in a microwave reaction vessel were added cyclopentanol (0.067 mL, 0.74 mmol) and NaH (0.040 g, 1.68 mmol). After the reaction mixture was stirred at room temperature for 10 min, 2,6-dichloropyrazine (0.10 g, 0.67 mmol) was added and the resulting reaction mixture was heated in the microwave reactor at power 100 W and 50 C for 10 min. After removal of solvent in vacuo, the residue was treated with ethyl acetate and water mixture. Organic layer was collected and dried over anhydrous sodium sulfate. Removal of solvent in vacuo gave 2-chloro-6-(cyclopentyloxy)pyrazine 0.148 g in quantitative yield;

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100-37-8, 2-(Diethylamino)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Lee, Jinho; Park, Jongseong; Hong, Victor Sukbong; Chemical and Pharmaceutical Bulletin; vol. 62; 9; (2014); p. 906 – 914;,
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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 702-23-8 as follows., 702-23-8

In a three-neckflask, 2-(4-methoxyphenyl)ethanol (2a, 3.00 g, 1 eq.) andtriphenylphosphine (6.72 g, 1.3 eq.) were dissolved in dryCH2Cl2 (25 ml). In an addition funnel, carbon tetrabromide(8.50 g, 1.3 eq.) was dissolved in dry CH2Cl2 (15 ml) andadded dropwise under inert atmosphere at 0 C until theaddition was complete. The reaction was allowed to stirat room temperature for an additional 4 h, or until completedisappearance of starting materials from thin-layerchromatography (TLC). The solvent was removed underreduced pressure, and the residue was purified by column chromatography using hexane and EtOAc to yield 3a as aclear oil. Yield: 4.11 g (97 %). 1H NMR (CDCl3) delta (ppm):3.08-3.12 (t, 2H), 3.51-3.55 (t, 2H), 3.79 (s, 3H), 6.85-6.87 (d, 2H), 7.12-7.14 (d, 2H).

The chemical industry reduces the impact on the environment during synthesis 702-23-8, I believe this compound will play a more active role in future production and life.

Reference:
Article; Do, Quang; Nguyen, Giang T.; Phillips, Robert S.; Amino Acids; vol. 48; 9; (2016); p. 2243 – 2251;,
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111-90-0, 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. 111-90-0, name is Diethylene Glycol Monoethyl Ether, the common compound, a new synthetic route is introduced below.

General procedure: TMSOTf (336 mg, 1.51 mmol) is added to a solution of the alcohol (0.755 mmol) in the respective nitrile (3 mL) and the mixture is stirred at rt for 65 h. H2O (25 mL) and brine (25 mL) are added, and the mixture is extracted with EtOAc (3 ¡Á 30 mL). The combined organic layers are dried (Na2SO4) and concentrated. The crude product is purified by flash column chromatography (silica gel).

Statistics shows that 111-90-0 is playing an increasingly important role. we look forward to future research findings about Diethylene Glycol Monoethyl Ether.

Reference:
Article; Pfaff, Dominik; Nemecek, Gregor; Podlech, Joachim; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1572 – 1577;,
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56456-49-6, 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. 56456-49-6, name is 4-Chloro-2-fluorobenzyl alcohol, the common compound, a new synthetic route is introduced below.

25 mg of Triphosgene was dissolved in 0.5 ml of dichloromethane, 5 mul of pyridine was added, and a solution of 20 mg of ethyl-3-(3-aminophenyl)-2-isopropoxypropanoate in dichloromethane and 50 mul of triethylamine were added under ice-cooling. After the insoluble substances had been removed by cotton plug filtration, 15 mg of 2-fluoro-4-chlorobenzyl alcohol was added. The solvent was removed under a stream of nitrogen, and the residue was dissolved in 0.6 ml of ethanol. 0.12 ml of 5N sodium hydroxide was added, followed by stirring at room temperature for 1 hour. The reaction solution was treated with 1 ml of water and 0.14 ml of 5N hydrochloric acid, then extracted with ethyl acetate. The organic layers were collected, and the solvent was removed under a stream of nitrogen. The residue was purified by reverse-phase HPLC using a water-acetonitrile-trifluoroacetic acid solvent system, to give 1.4 mg of the title compound. MS m/e(ESI) 438 (MNa+)

Statistics shows that 56456-49-6 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-2-fluorobenzyl alcohol.

Reference:
Patent; Eisai Co., Ltd.; EP1380562; (2004); A1;,
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623-04-1, 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. 623-04-1, name is (4-Aminophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Compound 6 was synthesized from the corresponding aminated compound. For this a solution of 4-aminobenzyl alcohol (2.15 g, 17.5 mmol) were dissolved in THF (25 mL) and dropped into a rounded bottom flask cooled at 4 oC containing an aqueous solution of H2SO4 (4.8 mL 98%, in 60 mL of water). -Caution for preparing the H2SO4 solution slowly add concentrated acid into cooled water and not vice versa – Over the obtained acid solution of 4 amino benzyl alcohol in ice bath, a solution of NaNO2 (1.45g, 21 mmol) dissolved in water (10 mL) was added. The mixture was led to react 1 h in ice bath. Passed that time NaN3 (1.8 g, 28.9 mmol) dissolved in 5 mL water was added to the solution. The mixture was led to react overnight. Passed that time 4-azidobenzyl alcohol was collected by three liquid-liquid extraction processes using dichloromethane (100 mL). Fractions were collected dried over anhydrous Na2SO4, concentrated and purified by flash column chromatography (DCM: MetOH 19:1). Yield 84%.

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 623-04-1, (4-Aminophenyl)methanol.

Reference:
Article; Cao-Milan, Roberto; Castellanos, Laura; Gopalakrishnan, Sanjana; He, Luke D.; Huang, Rui; Landis, Ryan F.; Li, Cheng-Hsuan; Luther, David C.; Makabenta, Jessa Marie V.; Rotello, Vincent M.; Scaletti, Federica; Vachet, Richard W.; Wang, Li-Sheng; Zhang, Xianzhi; Chem; vol. 6; 5; (2020); p. 1113 – 1124;,
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6214-44-4, 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. 6214-44-4, name is (4-Ethoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Take 152kg of 4-ethoxybenzyl alcohol, dissolve it in 300kg of ethyl acetate, add 212kg of 4-bromoacetanilide, add 40kg of HF in batches under ice bath, add in 60min, continue the reaction in ice bath for 30min, then heat the system. After refluxing for 7h, after the reaction is completed, it is cooled to room temperature, and the pH of the system is adjusted to 8-9 by 1mol/L sodium hydroxide solution. The organic layer is washed with saturated brine, washed with water until neutral, dried with anhydrous sodium sulfate, filtered, and the filtrate is reduced. The solvent was recovered by pressure, and 70% ethanol was crystallized to obtain 315 kg of yellow crystals, yield 91%.

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 6214-44-4, (4-Ethoxyphenyl)methanol.

Reference:
Patent; Southeast University; Chen Junqing; Zhang Xiaolu; (9 pag.)CN108084130; (2019); B;,
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702-82-9 , The common heterocyclic compound, 702-82-9, name is 3-Aminoadamantan-1-ol, molecular formula is C10H17NO, 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 2L three-neck flask, 116.3 g (0.6954 moL) of 3-aminoadamantanol was added.70.2 g (0.6954 moL) of triethylamine, 4.8 g (0.02891 moL) of potassium iodide and 650.0 g of acetonitrile,Heat to 75-80C with stirring.100.0 g (0.5793 moL) of (S)-1-(2-chloroacetyl chloride)pyrrolidine-2-carbonitrile (dissolved in 500.0 g of acetonitrile) are added dropwise.2h drop is completed,Stir at 75-80 C for 1 h; TLC test is complete, and the reaction system is cooled to 20-30 C.The filter cake was rinsed with 400 g acetonitrile.Combine the filtrate and remove the solvent under reduced pressure (60C, -0.09–0.1MPa) to obtain an almost white solid.Add 211.0 g of a mixed solvent of ethanol and butanone in a mass ratio of 1:1 and heat to reflux to dissolve.Cool down to 20-30C, stir and crystallize for 1h, continue cooling to -5-5C,The crystals were stirred for 1 h. Filtration, 43g of butanone at 0C, and drying under reduced pressure (60C, -0.09–0.1MPa),127.3 g of white solid powder was obtained (yield 72.4%, HPLC purity 99.10%, Ia content 0.87%),Structural confirmation,

The synthetic route of 702-82-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yantai Wanrun Pharmaceutical Co., Ltd.; Li Zhong; Hao Yu; Sun Baojia; Lin Peisen; Xiang Longming; Liu Zhigang; (10 pag.)CN104945299; (2017); B;,
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