Month: July 2021

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. 20017-67-8, name is 3,3-Diphenyl-1-propanol, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

Dicyclohexylcarbodiimide (12.6 g, 62.4 mmol) is added portion wise with stirring to a solution of difluroacetic acid (4.0 g, 4.0 mL, 62.4 mmol), 3, [3-DIPHENYL-1-] propanol (14.4 g, 13.8 mL, 68.4 mol) and 4-dimethylaminopyridine (732 mg, 6.2 mmol) in ethyl ether (180 [ML)] at [0-5 C.] The reaction mixture is allowed to warm up to r. t. , and stirred at r. t. overnight. Precipitated urea by-product is filtered off and washed with excesses of ethyl ether. Combined filtrates are removed under vacuum, and the title compound is purified by silica gel flash chromatography (eluent: 5% ethyl ether in hexanes). White crystalline solid (17.3 g, 96%). [HPLC] Rt = 7.2. MS (m/z) : 291 [[M+H] +.]

The synthetic route of 20017-67-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/33449; (2004); A1;,
Alcohol – Wikipedia,
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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, Computed Properties of C8H9BrO, 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 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, CDCI3) 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).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83647-43-2, (3-Bromo-2-methylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DEJESUS, Reynalda, K.; FU, Qinghong; JIANG, Jinlong; TANG, Haifeng; (84 pag.)WO2016/122994; (2016); A1;,
Alcohol – Wikipedia,
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Reference of 116-02-9, Adding some certain compound to certain chemical reactions, such as: 116-02-9, name is 3,3,5-Trimethylcyclohexanol,molecular formula is C9H18O, 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 116-02-9.

a) 426g (3,00 Mol) of Homomenthol is added to the above-mentioned filtrate, the temperature is raised to 60C and under stirring and a vacuum of 100mbar the Ethyl acetate is distilled off the reaction mixture. Then 56g of Sulfuric acid are added at a temperature of 50C within 20minutes, stirring is continued for 6h. For work-up 500g of Toluene are added to the reaction mixture and after cooling to 5-10C the dosage of 500g of iced water follows. After separation of the water layer the organic layer is washed to neutral with aqueous Sodium hydroxide solution (10% w/w) and finally with saturated aqueous Sodium chloride solution. After separation of the water layer the organic layer is distilled resulting 250g (0,93 Mol) of product. Yield (overall): 58% of theory.

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. 116-02-9, 3,3,5-Trimethylcyclohexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Symrise AG; Stuhlmann, Dominik; Meyer, Imke; Koch, Oskar; Oertling, Heiko; Herrmann, Martina; Goemann, Claudia; EP2810934; (2014); A1;,
Alcohol – Wikipedia,
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Related Products of 111-46-6 ,Some common heterocyclic compound, 111-46-6, molecular formula is C4H10O3, 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.

Synthesis of 2-(2-hydroxyethoxy)ethyl 4-methylbenzenesulfonate (Compound A3)Into a 2000-mL 3 -necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed a solution of 2-(2 -hydroxy ethoxy)ethan-l-ol (A2, 42.4 g, 399.55 mmol, 1.00 equiv) in dichloromethane (1000 mL) and triethylamine (27.9 g, 275.72 mmol, 0.25 equiv). To the above was added p-toluenesulfonyl chloride (19.1 g, 100.18 mmol, 0.50 equiv). After stirring for 1 h at 25C, the resulting mixture was washed with 1×500 mL of aq. potassium hydrosulfate (1M) and 1×500 mL of aq. sodium bicarbonate (5%) respectively. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with dichloromethane/methanol (100: 1). This resulted in Compound A3 as an oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111-46-6, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COLLETTI, Steven, L.; TUCKER, Thomas, J.; TELLERS, David, M.; KIM, Boyoung; BURKE, Rob; CALATI, Kathleen, B.; STANTON, Matthew, G.; PARMAR, Rubina, G.; AARONSON, Jeffrey, G.; WANG, Weimin; WO2015/69587; (2015); A2;,
Alcohol – Wikipedia,
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Reference of 626-18-6 ,Some common heterocyclic compound, 626-18-6, molecular formula is C8H10O2, 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.

1,3-benzene dimethanol (82.5 mg, 0.5971 mmol), compound 14 (191.2 mg, 0.5971 mmol), in dichloromethane (5 mL) solution, EDCl / HCl (228.9 mg, 1.1942 mmol) and DMAP (14.6 mg 0.1194 mmol)) were added , under an argon atmosphere and stirred at room temperature for 1 hour. The solvent was evaporated, and the residue was purified by column chromatography (hexane: ethyl acetate = 4: 1 to 2: 1) to give the title compound 17-1 (112.7 mg, 0.2558 mmol, 42.84%, colorless oil) was Obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,626-18-6, its application will become more common.

Reference:
Patent; THE UNIVERSITY OF TOKYO; TOHOKU UNIVERSITY; OHWADA, TOMOHIKO; NAKAMURA, SHO; JUNG, SEJIN; OTANI, YUKO; SAYAMA, MISA; AOKI, JUNKEN; (80 pag.)JP2016/17036; (2016); A;,
Alcohol – Wikipedia,
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Reference of 2077-19-2, Adding some certain compound to certain chemical reactions, such as: 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol,molecular formula is C9H11BrO, 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 2077-19-2.

In a 250ml 2 necked round-bottom flask equipped with a condenser and under argon were dissolved 5.3g of N4,N4′-di(naphthalen-1 -yl)-N4,N4′- diphenylbiphenyl-4,4′-diamine (NPD) and 4.2g of 2(4-bromophenyl-2- propanol) in 65ml of dichloromethane. Then 3.15ml of BF3, Et.20 were added dropwise under stirring at room temperature. The reaction was monitored by thin layer chromatography (TLC). After completion, the reaction medium was filtered through a silica gel plug. The plug was rinsed by 25ml of dichloromethane. After removal of the solvent under reduced pressure crude product was recovered and purified by flash chromatography over silica gel using a mixture of 50/50 v/v hexane/dichloro methane as the eluent. 8.1 g of pure N4,N4′-bis(4-(2-(4- bromophenyl)propan-2-yl)phenyl)-N4,N4′-di(naphthalen-1 -yl)biphenyl-4,4′- diamine was obtained. Structure was confirmed by NMR.

According to the analysis of related databases, 2077-19-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SOLVAY SA; CAILLE, Jean, Raphael; MAUNOURY, Jonathan; WO2013/98175; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 7218-43-1, 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 7218-43-1, name is 2-[2-(2-Propynyloxy)ethoxy]ethanol. This compound has unique chemical properties. The synthetic route is as follows.

(Wurz, R. P.; et al., “Click Chemistry Platform” for the Rapid Synthesis of Bispecific Molecules for Inducing Protein Degradation. Journal of medicinal chemistry 2018, 61, 453-461). The method, as described by Oberborsch was used to prepare this compound (WO2009124746 Al). To a solution of the alcohol SR3-062 (3.00 g, 20.81 mmol) and n-Bu4NCl (1.908 g, 6.867 mmol) in DCM (102 mL) at 0 C were added NaOH (102 mL, aq. 35%) and ieri-butyl bromoacetate (9.225 mL, 62.427 mmol). The mixture was stirred at room temperature for 5 h and diluted with DCM (25 mL) and water (25 mL). The layers were separated and the organic layer washed with water (2 x 20 mL), brine (1 x 20 mL), dried (Na2S04), and evaporated in vacuo. Purification by flash column chromatography using EtOAc:hexane (5-50%) as eluent afforded SR3-066 (Wurz, R. P.; et al., “Click Chemistry Platform” for the Rapid Synthesis of Bispecific Molecules for Inducing Protein Degradation. Journal of medicinal chemistry 2018, 61, 453-461) as a pale- yellow oil (4.724 g, 87%). NMR (500 MHz, Chlorol’orn /) d 4.23 (d, J = 2.4 Hz, 2H), 4.05 (s, 2H), 3.79-3.65 (m, 8H), 2.45 (t, J = 2.4 Hz, 1H), 1.50 (s, 9H). 13C NMR (126 MHz, CDCh) d 169.7, 81.5, 79.7, 74.5, 70.7, 70.6, 70.4, 69.1, 69.1, 58.4, 28.1. HRMS (ESI+): m/z calcd for C13H23O5 (M+H)+ 259.1540, found 259.1547, m/z calcd for Ci3H2205Na (M+Na)+ 281.1359, found 281.1365. HPLC-MS (ESI+): m/z 281.2 [100%, (M+Na)+]

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 7218-43-1, 2-[2-(2-Propynyloxy)ethoxy]ethanol.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; BURNETTE, Pearlie; LAWRENCE, Nicholas J.; LAWRENCE, Harshani; (0 pag.)WO2020/14489; (2020); A2;,
Alcohol – Wikipedia,
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Electric Literature of 111-45-5, Adding some certain compound to certain chemical reactions, such as: 111-45-5, name is 2-(Allyloxy)ethanol,molecular formula is C5H10O2, 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 111-45-5.

A solution of 2-allyloxiethanol (112 g; 1.1 mol) in THF (100 ml) was dripped in a suspension of sodium hydride (60% in oil) (88 g; 2.2 mol) in THF (250 ml) under mechanic stirrer. After 20 h at room temperature, a solution of bromoacetic acid (138.9 g; 1.0 mol) in THF (150 ml) was added dropwise, causing the spontaneous reflux of the solvent. The solution was kept under reflux for 2 hours, then diluted with ethanol (50 ml) and, after 30 min, the suspension was concentrated. The residue was solved on water (400 ml) and the solution was washed with ethyl ether (3*100 ml), dichloromethane (2*100 ml); the aqueous phase was acidified to pH 1 with hydrochloride acid 37% and the product was extracted with dichloromethane (300 ml+4 50 ml). The organic phase was washed with water (4*50 ml), brine (40 ml) and evaporated to a liquid residue that was distilled under vacuum, at a pressure of 67 Pa, to obtained 3,6-dioxa-8-nonenoic acid (I) as colourless liquid (119.5 g; 0.746 mol). Yield 75%. p.eb67-pa 98-100 C. Title 93.5%.

According to the analysis of related databases, 111-45-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRACCO IMAGING S.P.A.; AIME, Silvio; DELLI CASTELLI, Daniela; FEDELI, Franco; LONGO, Dario Livio; TERRENO, Enzo; UGGERI, Fulvio; (37 pag.)US2019/209713; (2019); A1;,
Alcohol – Wikipedia,
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Related Products of 770-71-8, Adding some certain compound to certain chemical reactions, such as: 770-71-8, name is Adamantan-1-ylmethanol,molecular formula is C11H18O, 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 770-71-8.

To a solution of adamantan-1-ylmethanol (1.0 g, 6.1 mmol) in DCM (20 mL), methanesulfonyl chloride (1.0 g, 9.0 mmol) and triethylamine (1.8 g, 18 mmol) were added. After stirring at room temperature over night, the reaction mixture was washed with aqueous sodium bicarbonate (10 mL) and brine (10 mL), dried over anhydrous sodium sulfate, filter and concentrated to give adamantan-1-ylmethyl methanesulfonate (1.4 g, 96%) as a white solid. 1H-NMR (500 MHz, CDCl3): delta 3.78 (s, 2H), 3.00 (s, 3H), 2.02 (s, 3H), 1.75-1.64 (m, 6H), 1.58-1.57 (m, 6H)

According to the analysis of related databases, 770-71-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; CHEN, Chien-An; CHOWDHURY, Sultan; DEHNHARDT, Christoph Martin; SUN, Shaoyi; WO2014/144545; (2014); A2;,
Alcohol – Wikipedia,
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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. 1805-32-9, name is 3,4-Dichlorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 1805-32-9

4-methyl-benzenesulfonamide (171mg, 1mmol), catalyst A (8.3mg, 0.01mmol, 1.0mol%), cesium carbonate (33mg, 0.1mmol, 0.1equiv.), 3,4- dichlorobenzyl alcohol ( 212mg, 1.2mmol) and water (1ml) were successively added to the reaction flask 25mlSchlenk.After the reaction mixture was reacted at 120 15 hours, cooled to room temperature.Heavy precipitate precipitated, water was removed by filtration, the filter cake was washed with water three times to give the title compound, yield: 92%

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, 1805-32-9, 3,4-Dichlorobenzyl alcohol.

Reference:
Patent; Nanjing University of Science & Technology; Li, Feng; Qu, panpan; Sun, chunlou; Ma, Juan; (17 pag.)CN104418678; (2016); B;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts