Tag: M.W=200-300

Synthetic Route of 20712-12-3, 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. 20712-12-3, name is (2-Amino-5-bromophenyl)methanol. A new synthetic method of this compound is introduced below.

A mixture of (2-amino-5-bromophenyl)methanol (10 g, 49.5 mmol) and MnO2 (25.8 g, 296.6 mmol) in CH2Cl2 (400 mL) was stirred at RT overnight. LCMS showed the reaction was completed. The solid was filtered off, and the filtrate was concentrated to give the title compound as a light yellow solid (8 g, 81percent), which was directly used in next step without further purification. MS (ES+) C7H6BrNO requires: 199, found: 200, 202 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,20712-12-3, (2-Amino-5-bromophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; Bifulco, JR., Neil; DiPietro, Lucian V.; Miduturu, Chandrasekhar V.; US2015/197519; (2015); A1;,
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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. 5391-88-8, name is 1-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, 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. Safety of 1-(4-Bromophenyl)ethanol

General procedure: Catalyst (2 mol%), aryl halide (1 equiv.) and Na2CO3 (1.1 equiv.) were stirred in H2O (5 mL) taken in the round bottom flask. The aryl boronic acid (1.1 equiv.) was added to the stirring solution. Stirring was continued for required time at 45 C. After the requisite time, the reaction mixture was diluted with water and the product was extracted with ethyl acetate. The ethyl acetate extract was passed through celite bed and then analyzed by GC. Authentic samples of both reactant and product were used to verify the retention time and to confirm the product formation. The ethyl acetate extract was concentrated and chromatographed on a silica gel column using hexane and ethylacetate as eluent to afford coupled product. The products are characterized by NMR, GC MS and UPLC analyses.

With the rapid development of chemical substances, we look forward to future research findings about 5391-88-8.

Reference:
Article; Ganesamoorthy; Shanmugasundaram; Karvembu; Journal of Molecular Catalysis A: Chemical; vol. 371; (2013); p. 118 – 124;,
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Adding a certain compound to certain chemical reactions, such as: 162744-59-4, (4-Bromo-2,6-difluorophenyl)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, 162744-59-4, blongs to alcohols-buliding-blocks compound. Recommanded Product: (4-Bromo-2,6-difluorophenyl)methanol

A solution of 4-Bromo-2,6-difluorobenzyl alcohol (3.517 g, 15.77 mmol) and triphenylphosphine (4.55 g, 17.34 mmol) in dichloromethane (70 ml) was cooled to 0 C. and N-bromosuccinimide (3.086 g, 17.34 mmol) was added in 5 portions over 20 mins. The solution was warmed to 25 C. and stirred for 16 h. The reaction was quenched by the addition of dilute aqueous sodium bicarbonate. The resulting mixture was extracted with diethyl ether and the combined organic layers were washed with water, then brine and dried over sodium sulphate and concentrated under reduced pressure. The title compound was isolated by column chromatography on silica using 5 to 20% ethyl acetate in n-pentane to give the title compound as an oil (3.785 g, 84%).1H-NMR (400 MHz, CDCl3) delta: 7.10 (2H, m), 4.44 (2H, s); LC/MS Retention time 3.38 mins/M+H not observed.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,162744-59-4, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; US2010/137276; (2010); A1;,
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Electric Literature of 7073-69-0, 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. 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, 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 the crude alcohol was added conc. HCl (3 drops) and 3,4-dihydro-2H-pyran (S3) (4.07 g, 48.5 mmol, 1.20 equiv) and stirred neat at room temperature for 24 h. The mixture was diluted with Et20 (50 mL), and washed with a sat. aq. NaHCO3 (25 mL). The aqueous layer was extracted with Et20 (2 x 50 mL) and the combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure to afford 2-((2-(2-bromophenyl)propan-2-yl)oxy)tetrahydro-2H-pyran (S4) (8.30 g, ca. 38.8 mmol, 1.00 equiv) which was used without further purification.

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 7073-69-0, 2-(2-Bromophenyl)propan-2-ol.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; HOYE, Adam, T.; KIM, Won-suk; MARTINEZ-SOLORIO, Dionicio; SMITH, Amos, B.; SANCHEZ, Luis; TONG, Rongbiao; NGUYEN, Minh, Huu; WO2013/185021; (2013); A2;,
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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. 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 575-03-1

General procedure: The appropriate bromoketone (6a-o) (1.7 mmol) and triethylamine (1.6 mmol) were added to as olution of either7-hydroxy-4-methyl-2H-chromen-2-one 4 (1.4 mmol)or 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one 5 (1.4 mmol) in THF (20 mL). The mixture was stirred at room temperature for 24h, filtered and the solvent was evaporated under reduced pressure.The solid residue was purified by column chromatography eluting with DCM/MeOH 9:1 to afford (7a-n) and (8a-o).

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, 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin.

Reference:
Article; Kandil, Sahar; Westwell, Andrew D.; Mcguigan, Christopher; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2000 – 2004;,
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Reference of 7541-49-3 ,Some common heterocyclic compound, 7541-49-3, molecular formula is C20H40O, 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.

Platinum oxide (PtO2, 1.15 g, 6.61 mmol) is added to a solution of phytol (30.00 g, 101.20 mmol) in THF (450 mL) under argon and the medium is placed under 1 bar of dihydrogen, then stirred for 4 hours at room temperature. After filtration through celite rinsed with THF, a black oil of molecule A27 is obtained after concentration under reduced pressure. Yield: 29.00 g (96%)1H-NMR (CDCl3, ppm): 0.84 (6H); 0.86 (6H); 0.89 (3H); 1.00-1.46 (22H); 1.46-1.68 (3H); 3.61-3.73 (2H).

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. 7541-49-3, 3,7,11,15-Tetramethylhexadec-2-en-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ADOCIA; GEISSLER, Alexandre; (119 pag.)US2019/275108; (2019); A1;,
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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. 13826-35-2, name is (3-Phenoxyphenyl)methanol, the common compound, a new synthetic route is introduced below. Recommanded Product: (3-Phenoxyphenyl)methanol

(a) 3-Phenoxybenzaldehyde Chromium trioxide (3.00 g.) was added to a stirred solution of pyridine (4.75 g.) in dry methylene chloride (75 ml.), and stirring was continued for a further 15 minutes. 3-Phenoxybenzyl alcohol (1 g.) in methylene chloride (5 ml.) was added, the mixture stirred for a further 15 minutes, decanted and the residue washed with diethyl ether (100 ml.). The filtrate was washed with 5% sodium hydroxide solution (3*50 ml), 2.5 NHCl (50 ml.) and 5% sodium carbonate solution (50 ml.) and dried over Na2 SO4 to give 3-phenoxy-benzaldehyde. Alternatively the alcohol can be oxidized using Jones’ reagent, a similar yield of aldehyde being obtained.

The synthetic route of 13826-35-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; National Research Development Corporation; US4464391; (1984); A;,
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Reference of 83647-43-2, 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 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

To a flask charged with (3-bromo-2- methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution of Thallium Trifluoroacetate (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 min 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 black solution was filtered through a celite pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford title compound. 1H-NMR (500 MHz, CDC13) delta 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).

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 83647-43-2, (3-Bromo-2-methylphenyl)methanol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DING, Fa-Xiang; DONG, Shuzhi; FRIE, Jessica; GU, Xin; JIANG, Jinlong; PASTERNAK, Alexander; TANG, Haifeng; WU, Zhicai; YU, Yang; SUZUKI, Takao; WO2014/15495; (2014); A1;,
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Reference of 5333-42-6, 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 5333-42-6, name is 2-octyldodecan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

To a 250?mL two necked round bottom flask equipped with a stir bar, 2-octyl-1-dodecanol (20.0?g, 67.11?mmol), triphenylphosphine (21.10.g, 80.5?mmol), and imidazole (5.47?g, 80.5?mmol) in 100?mL of dichloromethane (DCM) was added at 0?C. Inert atmosphere was maintained. The solution was stirred for 15-20?min. Iodine (20.37?g, 80.5?mmol) was added to the solution with continuous stirring at 0?C. The reaction mixture was allowed to warm to room temperature over 2?h before 10?mL of sat. Na2SO3 (aq) was added. For work up firstly the organics were concentrated by evaporation, and the mixture was taken up in 200?mL of hexane washed three times with water and brine solution. The resulting mixture passed through a 3-4?cm silica gel plug, and dried over Na2SO4. The organics were concentrated by evaporation and dried under vacuum to give light yellow color oil (22.7?g, 93% yield). 1H?NMR (CDCl3, 200?MHz) deltappm: 3.01 (2H, S), 1.53 (1H, t), 1.48-1.45 (32H, s), 0.89 (t, 6H). 13C NMR (CDCl3, 200?MHz) deltappm: 13.2 (1C), 14.1(2C), 26.2 (2C), 27.7 (2C), 29.6 (4C), 29.3 (2C), 29.9 (3C), 31.9 (2C), 35.9 (1C), 39.2 (1C) Anal. Calcd for C20H41I (CHNS): C, 58.81; H, 10.12. Found: C, 58.70; H, 9.97 MALDI-TOF MS for (Calcd m/z?=?408.23) Found?=?408.97.

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:
Article; Mahale, Rajashree Y.; Dharmapurikar, Satej S.; Chini, Mrinmoy Kumar; Chemical Physics Letters; vol. 696; (2018); p. 48 – 54;,
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Electric Literature of 124937-73-1, Adding some certain compound to certain chemical reactions, such as: 124937-73-1, name is 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol,molecular formula is C17H20O2, 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 124937-73-1.

EXAMPLE 8 Preparation of tolterodine from 3-(2-hydroxy-5-methyl-phenyl)-3-phenylpropionic acid methyl ester (V) The compound 3-(2-hydroxy-5-methyl-phenyl)-3-phenylpropionic acid methyl ester (44 g 0.163 mol) is refluxed for 24 hours in a mixture consisting of 75 ml of methanol, 75 ml of acetone containing methyl iodide (25 g, 0.175 mol) and potassium carbonate (13.75 g, 0.1 mol). Afterwards, the solid is filtered off and the solvent is evaporated off. The residue is dissolved in ether and washed with water. The solvent is evaporated off to obtain 40 g of an oil which is redissolved in ether (75 ml) and slowly dropped in a solution of lithium aluminium hydride (5.6 g, 0.147 g) in 150 ml of anhydrous ether. The mixture is left under stirring overnight. Afterwards the lithium aluminium hydride excess is destroyed with water and 15% sodium hydroxide. The precipitate is filtered off and solvent is evaporated off to obtain 35 g of an oil corresponding to the propanol derivative. The resulting oil is dissolved in 50 ml of chloroform containing 15 ml of pyridine and the mixture is cooled to -10 C. p-Toluenesulfonyl chloride (14 g, 0.07 mols) is dropped therein and the mixture is reacted at -5/0 C. overnight, then poured in ice/water. The organic phase is separated, washed with diluted hydrochloric acid and distilled under vacuum at a temperature below 50 C. The resulting low-melting solid, that is the tosyl-derivative, is placed in autoclave together with 50 ml of acetonitrile and 50 g of diisopropylamine. After heating the mixture at 80 C. for a week, volatile solvents are evaporated off. The residue is treated with 2N sodium hydroxide and extracted with ether. The product is extracted from the ether phase with a 2N HCl solution. After further washings with ether, the acidic phase is adjusted to basic pH with sodium hydroxide and the product is re-extracted with ether. The organic solution is then evaporated to give an oil (20 g) corresponding to tolterodine phenol-protected as the methyl ether. Said oil is finally dissolved in dichloromethane (75 ml), cooled to 0 C. and treated with a IN solution of boron tribromide in dichloromethane (32 ml 0.032 mols). The mixture is kept one week under stirring in thermocryostat at temperatures ranging from 0 to 5 C. Afterwards, the solvent is evaporated off and the residue is partitioned in a basic water/ether mixture. The organic solvent is evaporated off to obtain an oil which is purified by flash chromatography (eluent hexane-ethyl acetate 7:3) and is tolterodine free base.

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. 124937-73-1, 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DIPHARMA S.P.A.; US2006/189827; (2006); A1;,
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