Author: tianli

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. 15484-46-5, name is Methyl 2-(hydroxymethyl)acrylate, the common compound, a new synthetic route is introduced below. SDS of cas: 15484-46-5

Example 54; Acetic anhydride (87 g) as a derivatizing agent was added dropwise over a period of 1 hour to 371 g of the reaction mixture obtained in Example 53, and the mixture was stirred for 2 hours at 50C. The amount of methyl alpha-(hydroxyethyl) acrylate in 458 g of this reaction mixture was 2 g. The reaction mixture was then washed with water to remove the catalyst, following which purification was carried out by distillation using a distillation apparatus (theoretical number of plates, 13) and under reduced pressure (operating pressure, 2 kPa). The amount of reaction mixture prior to distillation was 450 g, and included 256 g of methyl alpha-(allyloxymethyl) acrylate, 1 g of methyl alpha-(hydroxymethyl) acrylate and 30 g of methyl alpha-(acetoxymethyl) acrylate. Following distillation, 192 g of product containing 99.3 wt% of methyl alpha-(allyloxymethyl) acrylate and 0.2 wt% of methyl alpha-(hydroxymethyl) acrylate was obtained.

The synthetic route of 15484-46-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Shokubai Co., Ltd.; EP2415751; (2012); A1;,
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Related Products of 2566-44-1, 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 2566-44-1 as follows.

5-Fluoro-3-iodo-indazole (524 mg, 2.0 mmol), 2-cylcopropylethanol (344 mg, 4.0 mmol), and triphenylphosphine (1.05 g, 4.0 mmol) were combined in dry THF (40 mL). Di-tert-butyl azodicarboxylate (921 mg, 4.0 mmol) was added, and the reaction was stirred for 16 h at rt. The solution was concentrated and purified by silica gel chromatography (0% to 20% EtOAc/hexanes) to give two product isomers: 1-(cyclopropylethyl)-5-fluoro-3-iodo-1H-indazole (390 mg, 59%) was isolated as the major isomer eluting first. 1H NMR (400 MHz, CDCl3): delta 0.03-0.01 (2H, m), 0.29-0.41 (2H, m), 0.55-0.62 (1H, m), 1.76-1.82 (2H, m), 4.45 (2H, t, J=7.0 Hz), 7.09 (1H, dd, J=8.4, 2.3 Hz), 7.19 (1H, td, J=8.9, 2.4 Hz), 7.35 (1H, dd, J=9.1, 4.0 Hz). [M+H] calc’d for C12H12FIN2, 331. found 331. 2-(cyclopropylethyl)-5-fluoro-3-iodo-2H-indazole (216 mg, 33%) was isolated as the minor isomer eluting second. 1H NMR (400 MHz, CDCl3): delta 0.03-0.01 (2H, m), 0.29-0.42 (2H, m), 0.61-0.69 (1H, m), 1.79-1.85 (2H, m), 4.53 (2H, t, J=7.2 Hz), 6.95 (1H, dd, J=8.7, 2.4 Hz), 7.06 (1H, td, J=9.2, 2.4 Hz), 7.59 (1H, dd, J=9.3, 4.55 Hz). [M+H] calc’d for C12H12FIN2, 331. found 331.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2566-44-1, its application will become more common.

Reference:
Patent; Quanticel Pharmaceuticals, Inc.; Kanouni, Toufike; Stafford, Jeffrey Alan; Veal, James Marvin; Wallace, Michael Brennen; US2014/171432; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 623-50-7, Ethyl 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Intermediate 50b: Ethyl 2-(prop-2-yn-1-yloxy)acetate Ethyl 2-hydroxyacetate (9.3 mL, 96.1 mmol) was added to a 200-mL round-bottomed flask in THF (100 mL). To the solution was added 60% sodium hydride 60% in mineral oil (4.61 g, 115 mmol) slowly over 5 mins. The suspension was stirred at RT for 1 hour before 3-bromoprop-1-yne (10.7 mL, 96.1 mmol) was added. The reaction mixture was stirred at RT over the weekend. The mixture was concentrated under reduced pressure. To the residue was added diethyl ether (30 mL) and water (50 mL). After partition, the organic phase was washed with water (2*50 mL). The organic layer was dried (Na2SO4) and concentrated to give the crude product. The crude product was added to a silica gel column (80 g) and was eluted with EtOAc/hexane (0-25%). Collected fractions were concentrated to give the title compound (7.0 g, 51%). 1H NMR (DMSO-d6) 1.21 (3H, t), 3.49 (1H, s), 4.08-4.18 (4H, m), 4.23 (2H, d).

The synthetic route of 623-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; YANG, Bin; KETTLE, Jason Grant; HAYHOW, Thomas George Christopher; RASMUSSON, Timothy Gordon; NISSINK, Johannes Wilhelmus Maria; FALLAN, Charlene; Lamont, Gillian McGregor; (308 pag.)US2019/194190; (2019); A1;,
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Application of 10602-04-7, 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. 10602-04-7, name is (4-Ethynylphenyl)methanol. A new synthetic method of this compound is introduced below.

General procedure: 4.1.4.1. General procedure for the coupling of a terminal alkynewith an aryl halide using a palladium-catalyzed cross-coupling (Sonogashira)protocol. To an oven-dried round-bottom flask or screwcap tube equipped with a magnetic stir bar were added the arylhalide, the terminal alkyne, PdCl2(PPh3)2 or PdCl2(PhCN)2 (w2 molpercent per aryl halide), CuI (w4 mol percent per aryl halide), and in the case ofusing PdCl2(PhCN)2, alsow4 mol percent per aryl halide of HP(tert-Bu)3. Asolvent system of TEA and/or THF was added depending on thesubstrates. Upon completion, the reaction was quenched witha saturated solution of NH4Cl. The organic layer was then dilutedwith diethyl ether or CH2Cl2, and washed with water or saturatedNH4Cl (1). The combined aqueous layers were extracted withhexanes, diethyl ether, or CH2Cl2 (2). The combined organic layerswere dried over MgSO4 and filtered, and the solvent was removedfrom the filtrate in vacuo to afford the crude product, which waspurified by column chromatography (silica gel). Eluents and otherslight modifications are described below for each compound. 4.1.5.2. BODIPY (7). See the general procedure for the Pd/Cucoupling reaction. The materials used were BODIPY 621 (610 mg,1.35 mmol), 4-ethynylbenzyl alcohol22 (269 mg, 2.03 mmol),PdCl2(PPh3)2 (47.4 mg, 0.07 mmol), CuI (26.0 mg, 0.135 mmol), TEA(20.0 mL), and THF (60.0 mL) at rt overnight. The residue wassuspended in 35 mL of MeOH. The suspension was heated using anoil bath until the mixture started boiling. The heating was thenturned off, and the mixture was allowed to cool inside the oil bath.The resultant solid was filtered under vacuum and washed withcold EtOH. After drying the product in vacuum, BODIPY 7 was obtainedas an orange solid (556 mg, 1.22 mmol, 91percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10602-04-7, its application will become more common.

Reference:
Article; Godoy, Jazmin; Garcia-Lopez, Victor; Wang, Lin-Yung; Rondeau-Gagne, Simon; Link, Stephan; Marti, Angel A.; Tour, James M.; Tetrahedron; vol. 71; 35; (2015); p. 5965 – 5972;,
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Adding a certain compound to certain chemical reactions, such as: 26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-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, Quality Control of 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, blongs to alcohols-buliding-blocks compound. Quality Control of 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol

Compound 54 (50 mg, 0.33 mmol) was dissolved in a solution of /-PrOH/H20 (9/1 , 3 mL) at 80 C for 30 min. Compound 57 (99 mg, 0.33 mmol) was added to the solution above in 5 portions over 15 mins. Then the reaction mixture was treated with HCIO4 (70%, 30 m). The resulting solution was stirred overnight. After which, the dark blue solution was evaporated under reduced pressure, and the residue was purified on a Biotage Isolera Flash System using SNAP Ultra cartridge with a mobile phase of CHCI3 and MeOH containing 0.5% formic acid (gradient, 2-15% of MeOH in CHCI3). The fractions containing product were pooled and evaporated, affording LGW-03-65 (62 mg, 55%) as a dark blue solid.

The synthetic route of 26021-57-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; OREGON STATE UNIVERSITY; GIBBS, Summer L.; BARTH, Connor W.; ALANI, Wathah G.; SHAH, Vidhiben; WANG, Lei; (167 pag.)WO2020/33435; (2020); A1;,
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Adding a certain compound to certain chemical reactions, such as: 83647-43-2, (3-Bromo-2-methylphenyl)methanol, 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, 83647-43-2, blongs to alcohols-buliding-blocks compound. Computed Properties of C8H9BrO

: To a flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution of ThalliumTrifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. Analysis by TLC showed no starting material remaining. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 mm to ensure complete removal of TFA. To the residue was then added Palladium(II) Chloride (529 mg, 2.98 mmol), Lithium Chloride (2.53 g,59.7 mmol), Magnesium Oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The solution was filtered through a CELITE pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford 5 -bromo-4-methyl-2-benzofuran- 1 (311)-one.1H-NMR (500 MHz, CDC13) oe ppm 7.71 (d, J= 8.0 Hz, 1H), 7.58 (d, J 8.0 Hz, 1H), 5.25 (s,2H), 2.37 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83647-43-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; TANG, Haifeng; FRIE, Jessica; FERGUSON, Ronald Dale; GUO, Zhiqiang; SHI, Zhi-Cai; CATO, Brian; FU, Qinghong; WO2015/65866; (2015); A1;,
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Synthetic Route of 28539-02-8 ,Some common heterocyclic compound, 28539-02-8, molecular formula is C7H7N3O, 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 1-hydroxymethylbenzotriazole (10.3 g, 69.1 mmol) in toluene (180 mL) was added tert-butyl carbamate (8.1 g, 69.1 mmol) and p-TsOH (26.3 mg, 0.138 mmol) and the solution was refluxed overnight using a Dean-Stark apparatus. The solvent was evaporated and the crude product was recrystallized with toluene to give tert-butyl [(1H-benzo[d][1,2,3]triazol-1-yl)methyl]carbamate (11) (10.9 g, 64%) as a white solid. IR (ATR): 1684, 1643, 1614, 1528 cm-1. 1H NMR (500 MHz, DMSO-d6): delta = 8.40 (m, 1H), 8.03 (d, J = 8.4 Hz, 1H), 7.95 (d, J = 8.4 Hz, 1H), 7.40 (m, 1H), 7.56 (m, 1H), 5.88 (d, J = 6.5 Hz, 2 H), 1.36 (s, 9 H). 13C NMR (125 MHz, DMSO-d6): delta = 155.4, 145.4, 132.1, 127.3, 124.1, 119.0, 111.1, 79.2, 53.3, 27.9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28539-02-8, its application will become more common.

Reference:
Article; Delong, Mitchell A.; Sturdivant, Jill M.; Synthesis; vol. 51; 4; (2019); p. 953 – 959;,
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Synthetic Route of 826-45-9, 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 826-45-9, name is Bicyclo[2.2.2]octane-1,4-diyldimethanol. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 13 (1.00 g, 5.8737 mmol) in 5 ml of DMF was added dropwise to a suspension of NaH (352.4 mg, 8.81 mmol) in 5ml of DMF at 0¡ãC under Ar atmosphere, and the reaction mixture was stirred at room temperature for 1 h. A solution of 14 (2.0464 g, 5.874 mmol) in 5ml of DMF was added to the reaction mixture at 0¡ãC, and the mixture was stirred at room temperature overnight. DMF was removed under reduced pressure, and the residue was quenched with 3 ml of cold water, extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate : n-hexane 1 : 4) to give 16 (471.7 mg, 23percent) as colorless oil. 1H-NMR (400 MHz, CDCl3) 1.46-1.39 (m, 12 H), 1.60 (dd, J = 1.37, 13.28 Hz, 1 H) 1.86 (dq, J = 5.38, 13.28 Hz,1 H), 3.17-3.11 (m, 2 H), 3.27 (s, 2 H), 3.45-3.42 (m, 1 H), 3.61-3.58 (m, 1 H), 4.15-3.95 (m, 2 H), 4.31-4.23 (m, 1 H), 5.51 (s, 1 H), 7.38-7.32 (m, 3 H), 7.49 (d, J= 8.3 Hz, 2 H).

According to the analysis of related databases, 826-45-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wongmayura, Angsuma; Fujii, Shinya; Ito, Shigeru; Kano, Atsushi; Taoda, Yoshiyuki; Kawachi, Emiko; Kagechika, Hiroyuki; Tanatani, Aya; Bioorganic and Medicinal Chemistry Letters; vol. 22; 4; (2012); p. 1756 – 1760;,
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Application of 395-23-3, 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 395-23-3, name is Phenyl(4-(trifluoromethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of methyl 2-hydroxy-5-nitrobenzoate (1.93 g, 9.81 mmol), (4-trifluoromethylphenyl)(phenyl)methanol (3.00 g, 11.8 mmol), 40% solution of diethyl azodicarbonate in toluene (6.83 g, 15.7 mmol) and a solution (8 ML) of triphenylphosphine (3.09 g, 11.8 mmol) in DMF was stirred at room temperature for 12 hours, and the reaction solution was poured into ice-water and was extracted with ethyl acetate.. The extracted solution was washed with water, was dried with anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure.. The residue was purified by silicagel column chromatography (hexane:ethyl acetate = 20:1), to obtain the titled compound as oil. 3.37 g (79.7%) 1H-NMR (CDCl3) delta; 4.00 (3H, s), 6.46 (1H, s), 7.00 (1H, d, J = 9.2 Hz), 7.26 to 7.72 (9H, m), 8.20 (1 H, dd, J = 3.0, 9.2 Hz), 8.74 (1H, d, J = 3.0 Hz)

According to the analysis of related databases, 395-23-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1437344; (2004); A1;,
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Electric Literature of 25392-41-0, 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. 25392-41-0, name is 4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one. A new synthetic method of this compound is introduced below.

Reference Example 29; (6-hydroxy-l-benzofuran-3-yl) acetic acid; 4- (Chloromethyl)-7-hydroxy-2H-chromen-2-one (10.9 g, 51.8 mmol) was dissolved in 1 M aqueous sodium hydroxide solution (500 mL) , and the mixture was heated under reflux for 2 hr.The reaction mixture was allowed to cool, acidified with concentrated sulfuric acid, and extracted with ethyl acetate.The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (8.27 g, yield 83%) as brown crystals .MS m/z 193 (M + H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,25392-41-0, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/1931; (2008); A2;,
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