Month: May 2021

Adding a certain compound to certain chemical reactions, such as: 16700-55-3, (2,6-Dimethoxyphenyl)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, Quality Control of (2,6-Dimethoxyphenyl)methanol, blongs to alcohols-buliding-blocks compound. Quality Control of (2,6-Dimethoxyphenyl)methanol

Step A Synthesis of 2,6-dimethoxyphenylmethyl bromide as an intermediate After a mixture of 5.7 grams (0.034 mole) of 2,6-dimethoxyphenylmethanol in 40 mL of concentrated hydrobromic acid was stirred at ambient temperature for about one hour, the reaction mixture was taken up in diethyl ether. Solid sodium chloride was added to the mixture to obtain a phase separation. The organic layer was separated and concentrated under reduced pressure, yielding about 4.7 grams of 2,6-dimethoxyphenylmethyl bromide. This compound was used immediately in the next reaction.

The synthetic route of 16700-55-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FMC Corporation; US5569664; (1996); A;; ; Patent; FMC Corporation; US5639763; (1997); A;,
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Adding a certain compound to certain chemical reactions, such as: 4249-72-3, 2-Phenoxy-1-phenylethanol, 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, Formula: C14H14O2, blongs to alcohols-buliding-blocks compound. Formula: C14H14O2

2-phenoxy-1-phenylethan-1-ol ((50 gm, 0.236 mmol), TEMPO (7.3 mg, 0.047 mmol), CuCl (4.6 mg, 0.047 mmol), NMI (7.7 mg, 0.94 mmol), bpy (7.3 mg, 0.047 mmol) and MeCN (.93 mL, 0.25 M of substrate) stirred under an air atmosphere (1 atm) at 25 C for 20 h. The reaction mixture was quenched with 1 N HCl and product were extracted with dichloromethane. The organic layer was washed with the water, dried over MgSO4 and concentrated under vacuum. The products were separated by silica-gel column chromatography (EtOAc:hexane 1:20) to produce 2-phenoxy-1-phenylethan-1-ol (48 mg, 0.224 mmol, 95%), 2-phenoxy-1-phenylethan-1-one (2.5 mg, 0.012 mmol, 5%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4249-72-3, 2-Phenoxy-1-phenylethanol, and friends who are interested can also refer to it.

Reference:
Article; Patil, Nikhil D.; Yan, Ning; Tetrahedron Letters; vol. 57; 27-28; (2016); p. 3024 – 3028;,
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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 162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. name: (4-Bromo-2,6-difluorophenyl)methanol

To a mixture of 4-bromo-2,6-difluorobenzyl alcohol (1.00 g, 4.48 mmol) in DCM (20 mL) is added Dess-Martin periodinane (2.12 g, 5.00 mmol). This mixture is stirred 2 h at RT. The mixture is then partitioned between EtOAc and sat. aq. NaHC03. The organic phase is washed with brine, dried over MgS04, filtered and concentrated. The crude product is purified by flash chromatography to afford aldehyde 14a1.

With the rapid development of chemical substances, we look forward to future research findings about 162744-59-4.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; STAMMERS, Timothy; BARBEAU, Xavier; BEAULIEU, Pierre; BERTRAND-LAPERLE, Megan; BROCHU, Christian; EDWARDS, Paul, J.; FORGIONE, Pasquale; GODBOUT, Cedrickx; HUCKE, Oliver; JOLY, Marc-Andre; LANDRY, Serge; LEPAGE, Olivier; NAUD, Julie; PESANT, Marc; POIRIER, Martin; POIRIER, Maude; THAVONEKHAM, Bounkham; WO2011/32277; (2011); 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. 3068-00-6, name is 1,2,4-Butanetriol, the common compound, a new synthetic route is introduced below. Product Details of 3068-00-6

A 100 mL RBF was charged with dilinolenyl ketone (Compound 7) (4.2 g, 8.2 mmol), 1,2,4-butanetriol (3.4 g, 32 mmol), PPTS (200 mg, 0.8 mmol) and a stir bar. The flask was flushed with nitrogen and anhydrous toluene (60 mL) added. The reaction vessel was fitted with a Dean Stark tube and condenser and brought to reflux and the reaction was left overnight. After cooling to room temperature, the reaction mixture diluted with toluene (50 mL), and washed with 5% aq. Na2C03 (2 chi 50 mL), water (50 mL), dried (MgS04) and purified by chromatography to yield 3.0 g (4.9 mmol, 59%) of the ketal.

The synthetic route of 3068-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROTIVA BIOTHERAPEUTICS, INC; HEYES, James; WOOD, Mark; MARTIN, Alan; WO2011/141704; (2011); A1;,
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Reference of 2968-93-6, 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 2968-93-6, name is 2-(4-(Trifluoromethyl)phenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

0.5 g (1.71 mmol) of 2,4-dichloro-5- (2,2,2-trifluoroethylsulfinyl) phenol,0.38 g (1.74 mmol) of 2- (4-trifluoromethylphenyl) ethanol and 0.49 g (1.87 mmol) of triphenylphosphine in 30 ml of tetrahydrofuran at room temperature was added 0.38 g (1. 87 mmol) was added and the mixture was stirred for 16 hours. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography (developing solvent, n-hexane: ethyl acetate = 5: 1) to obtain 0.41 g (yield 52%) of the objective compound.

According to the analysis of related databases, 2968-93-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kumai Chemical Industry CO Ltd; Ito, Seisuke; Matsuda, Takeshi; Mukawa, Shigeyuki; (47 pag.)JP2015/160813; (2015); A;,
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Synthetic Route of 873-76-7, 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 873-76-7 as follows.

General procedure: Aq ammonia (28%, 0.5 mmol), the appropriate alcohol 10 (3.4mmol), the catalyst 3 (1 mol% Ir), and the phthalate pH standard solution(0.5 mL, pH 4.01) were mixed in a microwave vial tube at 23 C under air. The vial was sealed with a cap, and the reactionmixture was stirred at 150 C for 24 h in a microwave reactor (25-32 W). After cooling to 23 C, aq NaOH (0.1 M, 1 mL) was addedto the mixture and extracted with EtOAc (3 × 2 mL). The combinedorganic layers were concentrated. The crude product was purifiedby column chromatography over silica gel eluting with hexane-EtOAc (98:2 to 9:1) or CHCl3 to afford the corresponding N-alkylatedamine 11l,o-s

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,873-76-7, its application will become more common.

Reference:
Article; Yamada, Yoichim. A.; Ohta, Hidetoshi; Yuyama, Yoshinari; Uozumi, Yasuhiro; Synthesis; vol. 45; 15; (2013); p. 2093 – 2100;,
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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. 2077-19-2, name is 2-(4-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. Safety of 2-(4-Bromophenyl)propan-2-ol

Step 1: 5-Amino-1-(2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carbonitrile from step 1, example 15 (500 mg, 2.1 mmol), 2-(4-bromophenyl)propan-2-ol (519 mg, 2.41 mmol), and cesium carbonate (1.03 g, 3.15 mmol) were taken up anhydrous toluene (14 ml). The mixture was degassed with argon and bis(tri-tert-butylphosphine)palladium (107 mg, 0.21 mmol) was added. The mixture was again degassed with argon and then stirred under argon at 120 C. for 4.5 hours. Additional 2-(4-bromophenyl)propan-2-ol (50 mg) was added and the mixture heated for 2 more hours. The material was cooled to ambient and stirred overnight. The crude was filtered through a plug of celite, rinsing well with ethyl acetate (60 ml). The organic layer was shaken with water (60 ml) in a separatory funnel and collected. The aqueous phase was back extracted with ethyl acetate (2×40 ml). The combined organic phase was dried with magnesium sulfate, filtered and stripped. The remainder was purified through Analogix flash column chromatography using ethyl acetate in hexanes (10% to 45% gradient, 23 g silica gel) to provide 5-(4-(2-hydroxypropan-2-yl)phenylamino)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carbonitrile as a red-brown viscous oil (482 mg, 62% yield). LC/MS calc’d for C19H28N4O2Si (m/e) 372.55, obs’d 371 (M-H, ES-).

With the rapid development of chemical substances, we look forward to future research findings about 2077-19-2.

Reference:
Patent; Billedeau, Roland Joseph; Kondru, Rama K.; Lopez-Tapia, Francisco Javier; Lou, Yan; Owens, Timothy D.; Qian, Yimin; So, Sung-Sau; Thakkar, Kshitij C.; Wanner, Jutta; US2012/295885; (2012); 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. 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol, the common compound, a new synthetic route is introduced below. Product Details of 83647-43-2

Step B: 5-bromo-4-methyl-2-benzofuran-l(3H)-one: 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. 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. After two 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.

The synthetic route of 83647-43-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DONG, Shuzhi; PASTERNAK, Alexander; GU, Xin; FU, Qinghong; JIANG, Jinlong; DING, Fa-Xiang; TANG, Haifeng; DEJESUS, Reynalda, K.; SUZUKI, Takao; WO2015/100147; (2015); A1;,
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Application of 3840-31-1, 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 3840-31-1 as follows.

The reactants used are 3,4,5-trimethoxybenzyl alcohol (i.e., R1 in formula (I) is 3, 4, 5 and 3Oxy) 1.0 mmol (198.2 mg), the experimental procedure and procedure were the same as in Example 1, aqueous ammonia (1.8 mol / L)The amount of catalyst used in cuprous bromide is5 mol% (7.2 mg), the amount of TEMPO was 5 mol% (7.8 mg), the reaction temperature was 100 C,The reaction time was 20 h and the crude product was purified by column chromatography (petroleum ether: ethyl acetate = 10: 1) to give pure target product with 185.5 mg yield of 96%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3840-31-1, its application will become more common.

Reference:
Patent; Zhejiang University of Technology; Zhang Guofu; Zhao Yiyong; Zhang Guihua; Ding Chengrong; Yu Yidong; Lv Jinghui; (10 pag.)CN106866326; (2017); A;,
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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 27489-62-9, name is trans-4-Aminocyclohexanol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of trans-4-Aminocyclohexanol

In a round bottom flask fitted with a condenser, a mixture of 4- aminocyclohexan-1-ol (1.219 g, 10.58 mmol), 2,4-dichlorofuro[3,2-d]pyrimidine (2.000 g, 10.58 mmol), Hunig’s base (2.735 g, 3.686 mL, 21.16 mmol), and iPrOH (26.38 mL) was heated to 100 C for 16 h. The solvent was removed, and the crude residue was partitioned between EtOAc and saturated aqueous NH4Cl. The layers were separated, and the aqueous further extracted with EtOAc (2x). The combined organics were dried (Na2SO4), filtered and concentrated to furnish an orange solid. 1H NMR (CDCl3) shows clean desired 4-[(2-chlorofuro[3,2-d]pyrimidin-4- yl)amino]cyclohexanol (2.659 g, 9.932 mmol, 93.89%) along with residual EtOAc. Dried under vacuum overnight and carried forward as is. 1H NMR (400 MHz, CDCl3) delta 7.73 (d, J = 1.7 Hz, 1H), 6.78 (d, J = 2.1 Hz, 1H), 5.09 (s, 1H), 4.20 – 4.08 (m, 1H), 3.78 – 3.61 (m, 1H), 2.19 (d, J = 11.5 Hz, 2H), 2.05 (d, J = 10.8 Hz, 2H), 1.66 – 1.45 (m, 4H), 1.45 – 1.30 (m, 2H). ESI-MS m/z calc.267.07745, found 268.15 (M+1)+; Retention time: 0.56 minutes.

With the rapid development of chemical substances, we look forward to future research findings about 27489-62-9.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; MAXWELL, John, Patrick; JACKSON, Katrina, Lee; TANG, Qing; MORRIS, Mark, A.; RONKIN, Steven, M.; XU, Jinwang; COTTRELL, Kevin, M.; CHARIFSON, Paul, S.; (280 pag.)WO2019/143678; (2019); A1;,
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