Tag: M.W=100-200

Application of 10029-04-6, 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 10029-04-6, name is Ethyl 2-(hydroxymethyl)acrylate. This compound has unique chemical properties. The synthetic route is as follows.

Example 5. To a stirring mixture of monoethyl malonate (5.1 g, 38.6 mmol) , ethyl 2-hydroxylmethyl acrylate (5.02 g, 3.86 mmol), PTSA (50 mg) and hydroquinone (50 mg) , was added toluene (50 mL) and the mixture was refluxed at a temperature of 15O0C to azeotropically remove water.[0079] After cooling, the reaction product was washed consecutively with 30% brine and water, and the organic layer was dried over anhydrous sodium sulfate, filtered and the solvent removed by rotary evaporator. The crude reaction product was purified by vacuum distillation (98- 100C/0.1 mbar) and the ester, C was isolated in 80% yield. 1H NMR (60 MHz, CDCl3) : delta 6.36 (s, IH), 5.87 (s, 1 H), 4.89(s, 2 H), 4.05-4.41 (m, 4 H), 3.43 (s, 2 H), 1.19-1.42 (m, 6 H); FT-IR (film) : 2984.7, 2908.6, 1735.3 (br) , 1640.5, 1513,6, 1447.6, 1332.2, 1145.4, 1031.7, 817.2 cm-1; GC/MS(EI) m/z (%) : 245 (2) [M++ H], 226 (2), 199 (20), 153 (20), 129 (70), 115 (100), 101 (40), 85 (45), 43 (65) .

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 10029-04-6, Ethyl 2-(hydroxymethyl)acrylate.

Reference:
Patent; LOCTITE (R & D) LIMITED; WO2009/53484; (2009); A2;,
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Reference of 349-75-7, Adding some certain compound to certain chemical reactions, such as: 349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol,molecular formula is C8H7F3O, 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 349-75-7.

Example 10 Piperazine-1-carboxylic acid 3-trifluoromethyl-benzyl ester hydrochloride was prepared from 3-(trifluoromethyl)-benzyl alcohol; MS (ISP): 289.2 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. 349-75-7, (3-(Trifluoromethyl)phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); 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. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol). This compound has unique chemical properties. The synthetic route is as follows. Formula: C4H10O3

General procedure: Potassium tert-butoxide (x100 = 11.1 mmol, x1500 = 0.67 mmol, x6000 = 1.42 mmoL) was added to dissolved PEGx (x100 = 21.4 mmol, x1500 = 1.33 mmoL, x6000 = 0.50 mmoL) in dry tetrahydrofuran (20 mL,x100 or x1500) or dimethylformamide (20 mL, x6000, dissolution of PEG by heating) at 0 C. After 15 min,the mixture was allowed to warm to room temperature and stirred for 30 min. Propargyl bromide was added (x100 = 13.4, mmol, x1500 = 0.67 mmoL, x6000 = 1.98 mmol) and the mixture was stirred overnight for 14 h at the same temperature. The fine solids were filtered off through a membrane filter and the solution was concentrated in vacuo to a minimum volume. In the case of the mixture containing PEG 6000, the reaction was stopped by dilution with dichloromethane (30 mL), the residue was precipitated with diethylether (3 × (5-10) mL), diethylether was decanted and the product was dried on an oil pump.2-(2-(prop-2-yn-1-yloxy)ethoxy)ethanol (4a) Yield 2.23 g (91%) of pale yellow liquid. 1H NMR (CDCl3):delta 2.45 (t, J = 2.3, 2H, CH2CCH), 3.58-3.67 (m, 2H, CH2OH), 3.69-3.78 (m, 6H, CH2O), 4.22 (d, J = 2.4,2H, CH2CCH). 13C NMR (CDCl3): delta 58.6 (CH2CCH). 61.9, 69.3, 70.4, 72.6 (CH2O), 74.8 (CH2CCH), 79.6(CH2CCH). The spectroscopic data of 5a are in agreement with [26].

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, 111-46-6, 2,2′-Oxybis(ethan-1-ol).

Reference:
Article; Pomeisl, Karel; Richter, Jan; Golan, Martin; Kratochvilova, Irena; Molecules; vol. 25; 3; (2020);,
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Electric Literature of 5456-63-3 ,Some common heterocyclic compound, 5456-63-3, molecular formula is C6H14ClNO, 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 mixture of 5-bromo-2-hydroxy-4-methylbenzoic acid (6.3 g) , trans-2-aminocyclohexanol hydrochloride (4.55 g) , WSC hydrochloride (6.27 g) , HOBt monohydrate (4.18 g) and DMF (50 mL) was added triethylamine (4.18 mL) , and the mixture was stirred at room temperature overnight. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. A mixture of the obtained residue, paraformaldehyde(4.09 g) , p-toluenesulfonic acid monohydrate (2.59 g) and toluene (100 mL) was heated under reflux for 2 hr. Thereaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography(ethyl acetate/hexane) to give the title compound (2.03 g) .MS: [M+H]+339.9, 341.9

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5456-63-3, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; SUGIMOTO, Takahiro; SUZUKI, Shinkichi; SAKAMOTO, Hiroki; YAMADA, Masami; NAKAMURA, Minoru; KAMATA, Makoto; SHIMOKAWA, Kenichiro; OGINO, Masaki; KIMURA, Eiji; MURAKAMI, Masataka; YONEMORI, Jinichi; KOJIMA, Takuto; (281 pag.)WO2016/208775; (2016); A1;,
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Related Products of 1562-00-1, 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. 1562-00-1, name is Sodium isethionate. A new synthetic method of this compound is introduced below.

800 g (10.3 mol) of a 40% methylamine aqueous solution,WhenSodium isethionate509 g (3.4 mol)Was charged in an autoclave having a capacity of 2 liters,The reaction was carried out at 200 to 250 C. under a pressure of 20 kg / cm 2 for 5 to 7 hours.After cooling, the excess methylamine was recovered by distillation, the residue was concentrated and evaporated to dryness.The reaction product was mixed with 2500 g of a mixed solvent of dimethylformamide and water(Mass ratio of dimethylformamide / water = 2/1)To obtain a compound of the formula (1).The yield was 228 g.In the resulting compound of formula (1), M is sodium.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1562-00-1, Sodium isethionate, and friends who are interested can also refer to it.

Reference:
Patent; NOF Corporation; Matsuo, Satoshi; Fujita, Hiroya; (13 pag.)JP6103210; (2017); B2;,
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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. 122763-67-1, name is tert-Butyl 3-hydroxypent-4-enoate, the common compound, a new synthetic route is introduced below. SDS of cas: 122763-67-1

EXAMPLE 12 – Preparation of compound 52- 5-Methoxymethoxy-pent-l-ene-3-ol (Scheme 10)Compound 48 (100 g) is reduced to the corresponding alcohol using lithium aluminum hydride as described by Batt, et al. (Eur. J. Org. Chem., 2011, 6039-6055). The resulting diol (13 g, 1 eq.) is added to a mixture of cyclohexane (26 mL), dichloromethane (DCM, 13 mL) and diisopropyl ethylamine (DIEA, 18 g, 1.1 eq.) under nitrogen. Methoxymethyl chloride (1 eq.) is added dropwise and the reaction is stirred at 20 deg C for 12 hours. DCM (100 mL) is then added and the mixture is washed with aqueous hydrochloric acid (2 M, 30 mL) and saturated aqueous sodium bicarbonate (2 x 30 mL). The organic phase is dried over anhydrous sodium sulfate, is filtered and is concentrated to dryness. The residue is purified on silica gel (10% ethyl acetate/hexane) giving the primary MOM ether (compound 52, 4 g) as a yellow oil. 1H NMR (300 MHz, CDCI3): 6 1.75-1.95 (m, 2H), 3.35 (s, 3H), 3.65-3.80 (m, 2H), 4.30-4.35 (m, 1H), 4.65 (s, 2H), 5.10-5.15 (m, 1H), 5.25-5.30 (m, 1H), 5.85-5.95 (m, 1H).

The synthetic route of 122763-67-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PREVACUS, INC.; LEVY, Daniel, E.; (110 pag.)WO2016/44559; (2016); A1;,
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Electric Literature of 127-66-2, 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 127-66-2 as follows.

To a solution of alkynol 1b (2.41 g, 2.83 mmol) and azide 2 (1 equiv) in THF/H2O (1/1, 80 mL) were added sodium ascorbate (95.5 mg, 0.48 mmol) and CuSO4*5H2O (60.5 mg, 0.24 mmol). After stirring overnight at ambient temperature, the reaction mixture was diluted with CH2Cl2 and washed with water. The organic phase was dried with MgSO4 and concentrated in vacuo. The residue was purified (flash chromatography, silica gel, 20-50percent gradient EA/PE) to provide 1.11 g (92percent) of alcohol 3b as solid (mp 60-63 °C). 1H NMR (400 MHz, DMSO): delta ppm: 7.85 (s, 1H), 7.63 (dd, 1H, J=7.6, 1.6 Hz), 7.52 (ddd, 1H, J=8.0, 7.6, 2 Hz), 7.45 (m, 2H), 7.28 (m, 2H), 7.20 (m, 1H), 7.11 (d, 1H, J=8.0 Hz), 7.01 (td, 1H, J=7.6, 0.8 Hz), 5.82 (s, 1H), 4.39 (t, 2H, J=7.2 Hz), 4.30 (m, 2H), 4.04 (t, 2H, J=6.0 Hz), 3.57 (m, 2H), 3,.24 (s, 3H), 2.01 (m, 2H), 1.80 (s, 3H), 1.69 (m, 2H); 13C NMR (100 MHz, DMSO): delta ppm: 165.8, 157.5, 155.0, 148.4, 133.5, 130.7, 127.1, 126.1, 125.1, 121.4, 120.15, 120.05, 113.4, 70.9, 69.7, 67.5, 63.4, 58.0, 48.9, 30.8, 26.5, 25.6; HRMS (TOF MS ES+) calcd for [M+Na]+ C29H32N3O5Na: 462.2005, found 462.2000.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,127-66-2, its application will become more common.

Reference:
Article; Delatouche, Regis; Mondon, Martine; Gil, Adri; Frapper, Gilles; Bachmann, Christian; Bertrand, Philippe; Tetrahedron; vol. 67; 2; (2011); p. 401 – 407;,
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Adding a certain compound to certain chemical reactions, such as: 50595-15-8, tert-Butyl 2-hydroxyacetate, 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, 50595-15-8, blongs to alcohols-buliding-blocks compound. Product Details of 50595-15-8

A solution of 2-te/f-butyl glycolate (437 mg; 3.31 mmol) in anhydrous THF (5 ml.) was treated with NaH (159 mg; 3.97 mmol) and stirred at RT for 10 minutes before treating with a solution of 3-bromo-2,5-dichloropyridine (Matrix; 500 mg; 2.20 mmol) in anhydrous THF (5 ml_). The resulting reaction mixture was stirred for 22 hours. The reaction mixture was treated with a solution of 2-te/f-butyl glycolate (437 mg; 3.31 mmol) in THF (2 ml), then with NaH (159 mg; 3.97 mmol) and the reaction mixture was stirred for 16 h. The reaction was quenched with tBuOH, the sovent removed under reduced pressure affording a brown solid, which was purified by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc, affording the title compound as a yellow sticky solid.1H NMR (300MHz, DMSOd6) delta [ppm] 8.33 (1 H, d, J= 2.3 Hz), 8.21 (1 H, d, J= 2.3 Hz), 4.86 (2H, s), 1.38 (9H, s). HPLC (Condition A) Rt 5.1 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,50595-15-8, its application will become more common.

Reference:
Patent; MERCK SERONO S.A.; CROSIGNANI, Stefano; JORAND-LEBRUN, Catherine; CLEVA, Christophe; PRETRE, Adeline; WO2010/92043; (2010); A1;,
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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.50411-26-2, name is 1-Amino-3-phenylpropan-2-ol, molecular formula is C9H13NO, molecular weight is 151.2056, as common compound, the synthetic route is as follows.Safety of 1-Amino-3-phenylpropan-2-ol

b) 1 ,1-dimethylethyl (2-hydroxy-3-phenylpropyl)carbamateTo a solution of 1-amino-3-phenyl-2-propanol ( 7.6 g, 50 mmole) in THF (50 mL) at RT was added (Boc)2O (12.0 g, 55 mmole). After stirring at RT for 2 h, the reaction solution was concentrated under vacuum and the residue purified on silica gel (5% MeOH in DCM (0.5% NH4OH)) affording the title compound (13.1 g, 91%) as a clear yellow oil: LCMS (ES) m/z 252 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,50411-26-2, 1-Amino-3-phenylpropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/121786; (2008); A1;,
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Application 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.

Fmoc-OSu (38.6 g, 1 15 mmol) was added to a solution of [3-(amino- methyl)phenyl]methanol (S14, 16.5 g, 121 mmol) in THF (150 ml_), water (75 ml_) and sodium bicarbonate (20.3 g, 241 mmol) at room temperature (rt) and the reaction stirred overnight (o/n). At that point, a small sample was diluted with MeOH, acidified with a drop of HOAc, and analyzed by LC-MS, which showed the desired product with no Fmoc-OSu reagent. The reaction was acidified with 1 M HCI, diluted with ethyl acetate (EtOAc), and stirred for 2 h. The white solid was filtered off, washed well with water, then EtOAc, and air dried for 3 h until a constant weight was attained. The product thus obtained, Fmoc-S14 (15.3 g), was found by LC-MS to be free of identifiable organic impurities. The aqueous layer was extracted with EtOAc (2x). The combined organic layers were washed with H2O (2x) and brine, then dried over anhydrous MgSO4. The dessicant was removed by filtration and the filtrate concentrated under reduced pressure to give additional amounts of the desired product as a white solid (34.1 g). The combined solids were triturated with ethyl acetate at reflux for a few minutes, then o/n at rt to give Fmoc-S14 in 88% yield (38.1 g).

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 34231-22-6, 3-(Aminomethyl)benzyl Alcohol.

Reference:
Patent; CYCLENIUM PHARMA INC.; WAHHAB, Amal; DUBE, Daniel; MACDONALD, Dwight; PETERSON, Mark L.; RICHARD, Luc; THOMAS, Helmut; (313 pag.)WO2018/232506; (2018); A1;,
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