Category: alcohols-buliding-blocks

Electric Literature of 6642-34-8, 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 6642-34-8, name is (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In an oven dried Schlenk tube, were added alcohol 1 (100.0mg, 0.31-0.53mmol), ethyl acrylate [155.1-265.3mg, (i.e., 1.55-2.65 mmol)], and Cs2CO3 [303.0-518.0mg, (i.e., 0.93-1.59mmol)] followed by the addition of toluene (2mL) at rt under nitrogen atmosphere. The resulted reaction mixture was stirred at 50C in an oil bath for 48h. After the completion of Michael addition (monitored by TLC) and to the cooled reaction mixture at rt, were added Pd(OAc)2 (6.9-11.9mg, 10mol%) and PPh3 (16.3-27.8mg, 20mol%) under nitrogen atmosphere. The reaction mixture was then heated at 80C in an oil bath for 24h. Once after formation intermolecular Heck coupling product, (monitored by TLC) and then to the cooled reaction mixture at rt, was added DMF (3mL) and heated to 120C, in an oil bath for 12h (monitored by TLC). The reaction mixture at rt was quenched by the addition of aqueous NH4Cl and extracted with DCM (3¡Á15mL). The organic layers were washed with saturated NaCl solution, dried (Na2SO4), and filtered. Evaporation of the solvent under reduced pressure and purification of the crude material by silica gel column chromatography (petroleum ether/ethyl acetate) furnished the lactenones 5 (40-48%).

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 6642-34-8, (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol.

Reference:
Article; Reddy, A. Gopi Krishna; Krishna; Satyanarayana; Tetrahedron; vol. 69; 47; (2013); p. 10098 – 10107;,
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Adding a certain compound to certain chemical reactions, such as: 2568-33-4, 3-Methylbutane-1,3-diol, 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, 2568-33-4, blongs to alcohols-buliding-blocks compound. Computed Properties of C5H12O2

Example 123(3R*,4R*)-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-1-(3-hydroxy-3-methylbutyl)-N-methylpiperidine-4-carboxamide monohydrochloride(step 1)To a solution of 3-methyl-1,3-butanediol (1.0 g) in pyridine (10 mL) was added p-toluenesulfonyl chloride (2.26 g) at 0 C., and the mixture was stirred at room temperature for 27 hr. The reaction mixture was poured into ethyl acetate, organic layer was washed with 1N hydrochloric acid and water and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 0?100% ethyl acetate/hexane) to give 3-hydroxy-3-methylbutyl 4-methylbenzenesulfonate (878 mg, 35%) as a colorless oil.1H-NMR (300 MHz, CDCl3):delta 1.22 (6H, s), 1.34 (1H, s), 1.86 (2H, t, J=6.8 Hz), 2.45 (3H, s), 4.21 (2H, t, J=6.8 Hz), 7.35 (2H, d, J=8.0 Hz), 7.80 (2H, d, J=8.3 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2568-33-4, its application will become more common.

Reference:
Patent; Shirai, Junya; Morimoto, Shinji; Sugiyama, Hideyuki; Sakauchi, Nobuki; Yoshikawa, Takeshi; US2008/275085; (2008); 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. 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H12ClNO

4-Bromo-2,6-difluoro-bezonitrile (2.5 g, 1 eq), ((1S,2S)-2-aminocyclopentanol hydrochloride (1.74 g, 1.1 eq), and DIPEA (3.3 mL, 1.1 eq) are dissolved in DMSO (30 mL), and stirred at 120 C. for 2 h. The reaction mixture is poured to saturated aqueous NH4Cl (150 mL), extracted with EtOAc (3¡Á100 mL), dried over Na2SO4, filtered, and concentrated to give 4-bromo-2-fluoro-6-((1S,2S)-2-hydroxycyclopentylamino)benzonitrile (3.4 g, 100% yield). LCMS: m/z=299, 301 [M+H]+.

The synthetic route of 68327-04-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); 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.109240-30-4, name is 1-(4-Bromophenyl)cyclopropanol, molecular formula is C9H9BrO, molecular weight is 213.0712, as common compound, the synthetic route is as follows.HPLC of Formula: C9H9BrO

1-(4-bromophenyl)cyclopropanol (250 mg, 1.17 mmol), potassium acetate (177 mg, 1.8 mmol), Bis(Pinacolato)Diboron (449 mg, 1.77 mmol), and Dichloro 1,1-bis(diphenylphosphino)ferrocene palladium(II) dichloromethane (44 mg, 0.06 mmol) were added to a flask and system was placed under argon. Reagents were taken up in dioxane (10 mL) and system was again evacuated and placed under argon. Mixture was heated at 100 C. for 17 hours. After cooling to room temperature, mixture was filtered over celite, washing with ethyl acetate. Filtrate was concentrated under reduced pressure and resulting residue was purified via silica gel column chromatography (0-50% ethyl acetate in hexanes) to yield 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanol 7.63.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109240-30-4, 1-(4-Bromophenyl)cyclopropanol, and friends who are interested can also refer to it.

Reference:
Patent; Gilead Scientific Systems, Inc.; Cory, Kevin S; Doo, Jimin; Farrand, Julie; Guerrero, Juan A; Katana, Ashley A; Cato, Daryl; Laisaweed, Scott I; Lee, Jiayao; Lingco, John O; Nicolaus, May; Notte, Gregory; Phyen, Hyeoung-Jung; Sangy, Michael; Sumit, Arun C; Adam J, Surayyah; Stephens, Cork L; Venkatraman, Chandrasekar; Watkins, William J; Yang, Jong Yu; Jabloki, Jeff; Jifel, Shiela; Ro, Jennifer; Lee, Sung H; Jao, Chung Dong; Grove, Jeffery; Su, Jianjun; Blomgren, Peter; Mitchell, Scott A; Shyung, Jin Ming; Chandrasekar, Jayaraman; (460 pag.)KR2016/37198; (2016); A;,
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Synthetic Route of 79418-41-0, Adding some certain compound to certain chemical reactions, such as: 79418-41-0, name is 3-Amino-7-hydroxy-2H-chromen-2-one,molecular formula is C9H7NO3, 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 79418-41-0.

3-Amino-7-hydroxy-2H-chromen-2-one (3) (0.56 g, 31 mmol) and 2,5-dimethoxybenzaldehyde (0.51 g, 31 mmol) were dissolved in absolute EtOH (10 mL) and refluxed for 2 h, during which time a precipitate formed. After cooling, the solid was collected and washed with an excess of hot EtOH: yellow solid, 0.9 g, 89 %. m.p. 206-208 C; 1H NMR (DMSO-d6): delta 10.53 (br s, 1H, O-H), 9.31 (s, 1H, N=C-Ar), 7.81 (s, 1H, =C-H), 7.54 (d, 1H, Ar-H, J = 8.2 Hz) 7.50 (s, 2H, Ar-H), 7.09 (s, 2H, Ar-H), 6.80 (d, 1H, Ar-H, J = 8.2 Hz), 6.74 (s, 1H, Ar-H), 3.83 (s, 3H, OCH3), 3.75 (s, 3H, OCH3). m/z obsd 348.1154; calcd for C18H15NO5Na 348.08479.

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. 79418-41-0, 3-Amino-7-hydroxy-2H-chromen-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Garcia-Beltran, Olimpo; Mena, Natalia; Friedrich, Leidi C.; Netto-Ferreira, Jose Carlos; Vargas, Victor; Quina, Frank H.; Nunez, Marco T.; Cassels, Bruce K.; Tetrahedron Letters; vol. 53; 39; (2012); p. 5280 – 5283;,
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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.15484-46-5, name is Methyl 2-(hydroxymethyl)acrylate, molecular formula is C5H8O3, molecular weight is 116.12, as common compound, the synthetic route is as follows.Product Details of 15484-46-5

MgI2 (683 mg, 2.45 mmol) was added to anhydrous CH2Cl2 (6 mL), and the mixture was stirred at normal temperature for 45 min. The mixture was cooled to -78 C., and then methyl 2-(hydroxymethyl)acrylate dissolved in anhydrous CH2Cl2 (8 mL) was added thereto. The mixture was further stirred at -78 C. for 30 min, and then isopropyl iodide (417 mg, 24.5 mmol), Bu3SnH (2.57 mg, 8.84 mmol) and Et3B (8.84 mL, 8.84 mmol, 1.0 M/hexane solution) in sequence were slowly added thereto. Immediately after all were added thereto, air (20 mL) was slowly added thereto through a syringe. After the mixture was stirred for 2 hr and 30 min, the reactant was diluted in diethyl ether (120 mL). Silica gel (10 g) was added thereto, and then the resulting mixture was evaporated under reduced pressure. The powder obtained was washed with hexane (500 mL) and extracted with diethyl ether (300 mL), evaporation was performed under reduced pressure, and then column chromatography was used to obtain 150 mg (yield 78%) of the title compound. 1H NMR (300 MHz, CDCl3) d 0.87 (d, J=6.0 Hz, 3H), 0.88 (d, J=5.4 Hz, 3H), 1.32-1.38 (m, 1H), 1.41-1.76 (m, 2H), 2.34 (s, 1H), 2.45-2.86 (m, 1H), 3.68-3.70 (m, 2H), 3.68 (s, 3H); 13C NMR (75 MHz, CDCl3) d 22.16, 22.43, 25.78, 37.86, 45.45, 51.89, 63.38, 162.18, 176.11.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15484-46-5, Methyl 2-(hydroxymethyl)acrylate, and friends who are interested can also refer to it.

Reference:
Patent; Korea Institute of Science and Technology; MIN, Sun Joon; Cho, Yong Seo; Lee, Jae Kyun; Pae, Ae Nim; Son, Young Wook; US2013/197227; (2013); 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. 10602-04-7, name is (4-Ethynylphenyl)methanol, the common compound, a new synthetic route is introduced below. Computed Properties of C9H8O

Example 13; {4-[2,6-bis-(4-hydroxymethyl-phenylethynyl)-pyridin-4-ylsulfanyl]-2-methyl-phenoxy}-acetic acid; General procedure (A); Step B:; 7-(2,6-Dibromo-pyridin-4-ylsulfanyl)-2-methyl-phenoxy}-acetic acid methyl ester (0.3 g; 0.67 mmol, prepared as described in example 6), cupper iodide (3.8 mg; 0.02 mmol), 4- ethynylbenzylalcohol (266 mg; 2,01 mmol) and bis (triphenylphosphine) (II) chloride (18.8 mg; 0,027 mmol) were added to a dry reaction flask under an atmosphere of nitrogen. Triethylamine (2 ml) and DMF (2 ml) was added and the reaction mixture was reacted at 70 ¡ãC for 10 min in a microwave oven. The reaction mixture was purified by preparative HPLC (method B) to give {4-[2,6-bis-(4-hydroxymethyl-phenylethynyl)-pyridin-4-ylsulfanyl]-2-methyl- phenoxy}-acetic acid methyl ester. Yied: 260 mg; 70 percent. LC-MS (system 1): Rt: 3.02 min.; Mw: 576.4.

The synthetic route of 10602-04-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVO NORDISK A/S; WO2005/105726; (2005); A1;,
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Synthetic Route of 4728-12-5, Adding some certain compound to certain chemical reactions, such as: 4728-12-5, name is (2,2-Dimethyl-1,3-dioxan-5-yl)methanol,molecular formula is C7H14O3, 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 4728-12-5.

Example 4 2,2-dimethyl-l ,3-dioxane-5-carbaldehyde4-1 4-2Under N2 atmosphere, oxalyl chloride (1.4 eq.) was dissolved in DCM then cooled to -78¡ã C. Dropwise, DMSO (2.2 eq.) was added. This solution was stirred for about 10 minutes, then triol 3-2 (1 eq.) was dissolved in more DCM for a total concentration of 0.2 M. After reacting for 5 minutes, TEA (5 eq.) was added. This mixture stirred for 10 minutes at -78¡ã C, then for another 10 minutes at room temperature. This reaction was best monitored by TLC using a 1 : 1 ratio of hexane to ethyl acetate as the developing solvent and visualizing the results with CAM stain. The reaction mixture was used without further workup.

According to the analysis of related databases, 4728-12-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; WO2008/63912; (2008); A1;,
Alcohol – Wikipedia,
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Reference of 112-27-6, 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 112-27-6, name is 2,2′-(Ethane-1,2-diylbis(oxy))diethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 2-[2-(2-hydroxyethoxy)ethoxy]ethanol (5.00 g, 33.29 mmol, 1.00 eq) and 4-methylbenzenesulfonyl chloride (1.59 g, 8.32 mmol, 0.25 eq) in dichloromethane (50 mL) was added triethylamine (1.68 g, 16.65 mmol, 2.3 mL, 0.5 eq) in one portion at 25 C under nitrogen. The mixture was stirred at 25 C for 12 hours. The mixture was washed with brine (30 mL x 2), dried with anhydrous sodium sulfate, filtered and concentrated in vacuum. The residue was purified by silica gel chromatography (Petroleum ether/Ethyl acetate = 1/1 to 0:1) to afford 2-[2-(2-hydroxyethoxy)ethoxy]ethyl 4-methylbenzenesulfonate (1.72 g, 5.65 mmol, 17% yield) as a colorless oil. LC/MS (ESI) m/z 327.0 [M+23] +; ^-NMR (400MHz, CDCb) d 7.81 (d, / = 8.3 Hz, 2H), 7.35 (d, / = 8.0 Hz, 2H), 4.22 – 4.15 (m, 2H), 3.79 – 3.67 (m, 4H), 3.67 – 3.56 (m, 6H), 2.46 (s, 3H).

According to the analysis of related databases, 112-27-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARVINAS OPERATIONS, INC.; YALE UNIVERSITY; CREW, Andrew P.; HORNBERGER, Keith R.; WANG, Jing; DONG, Hanqing; BERLIN, Michael; CREWS, Craig M.; (1213 pag.)WO2019/195609; (2019); A2;,
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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 109-83-1, name is 2-(Methylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C3H9NO

A soln. of 4-methoxy-2,3,6-trimethylbenzenesulfonyl chloride (2.29 g, 9.19 mmol) in THF (30 ml) was added dropwise to a soln. of 2-methylaminoethanol (0.89 g, 0.95 ml, 11.8 mmol) and Et3N (5 ml) in THF (15 ml) at 0 C. The mixture was subsequently stirred at RT for 5 h and then concentrated i. vac., the residue was taken up in NaHCO3 soln. and the mixture was extracted with EtOAc (3¡Á30 ml). The combined organic phases were dried with Na2SO4 and concentrated i. vac.Yield: 2.38 g (90%)

With the rapid development of chemical substances, we look forward to future research findings about 109-83-1.

Reference:
Patent; Gruenenthal GmbH; US2008/306084; (2008); A1;,
Alcohol – Wikipedia,
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