Month: September 2021

Adding a certain compound to certain chemical reactions, such as: 2919-23-5, Cyclobutanol, 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, COA of Formula: C4H8O, blongs to alcohols-buliding-blocks compound. COA of Formula: C4H8O

Sodium hydride (60% dispersion in mineral oil, 0.066 g, 1.65 mmol) was added portionwise to a stirring solution of cyclobutanol (0.12 g, 1.66 mmol) in THF (10 mL) at room temperature over 10 min. The mixture was stirred for 1 h, and was treated with compound 254 (0.50 g, 1.1 1 mmol). The mixture was heated at 60 C under nitrogen overnight, cooled to room temperature, and quenched with aq. sat. KH2PO4 (50 mL). The solvent was evaporated in vacuo and the residue was extracted with EtOAc (50 mL). The organic extract was washed with brine (100 mL), dried over MgS04, filtered, and concentrated. The residue was purified by flash chromatography (silica gel, eluting with 50% EtOAc in hexanes) to give compound 260a (0.54 g, quantitative yield) as an off-white foamy solid. m/z = 486 (M+l).

The synthetic route of 2919-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REATA PHARMACEUTICALS, INC.; JIANG, Xin; BENDER, Christopher, F.; VISNICK, Melean; HOTEMA, Martha, R.; SHELDON, Zachary, S.; LEE, Chitase; CAPRATHE, Bradley, William; BOLTON, Gary; KORNBERG, Brian; (497 pag.)WO2018/111315; (2018); 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. 329218-12-4, name is 3-Bromo-4-chlorobenzyl Alcohol, molecular formula is C7H6BrClO, 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. name: 3-Bromo-4-chlorobenzyl Alcohol

B. Methanesulfonic acid 3-bromo-4-chloro-benzyl esterO I I?^ l l OO I To a mixture of 3-bromo-4-chloro-phenyl)-methanol (6.0 g, 27.1 mmol) in THF (50 mL ) under nitrogen at Oo C is added triethyl amine (3.6 g, 35.3 mmol) followed by methanesulfonyl chloride (4.0 g, 35.3 mmol). After stirring at ambient temperature for 1 h the reaction is poured into a mixture of NaHCO3/H2O/ice and extracted with EtOAc. The organic layer is washed with saturated aqueous NaCI, dried over MgSO4, filtered and concentrated in vacuo to provide the desired product (8.0 g, 99%) as a white solid.1 H NMR (300 MHz, CDCI3) delta 7.49 (m, 1 H), 7.49 (m, 1 H), 7.28 (m, 1 H), 5.17 (s, 2H), 3.00 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 329218-12-4.

Reference:
Patent; SANOFI; CHOI-SLEDESKI, Yong Mi; LIANG, Guyan; NIEDUZAK, Thaddeus R.; POLI, Gregory B.; SHUM, Patrick Wai-Kwok; STOKLOSA, Gregory T.; ZHAO, Zhicheng; WO2011/79102; (2011); A1;,
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Electric Literature of 4442-79-9, 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. 4442-79-9, name is 2-Cyclohexylethanol. A new synthetic method of this compound is introduced below.

A flame-dried 50 mL flask was charged with 2-cyclohexylethanol (696 mg, 5.00mmol) in dry THF (10 mL). The mixture was cooled at 0 C and sodium hydride (60wt% on mineral oil, 300 mg, 7.50 mmol) was added in one portion. After stirring for10 min, allyl bromide (0.65 mL, 7.50 mmol) was added dropwise at the sametemperature. The cooling bath was removed and the suspension was stirred at roomtemperature for 30 min. The reaction mixture was then heated to reflux for 16 h. Afterfull conversion, the suspension was cooled to room temperature and quenched by theaddition of a saturated aqueous solution of NH4Cl (10 mL). The biphasic mixture wasthen extracted with Et2O (3 x 10 mL). The combined organic layers were dried overNaSO4 and concentrated in vacuo. The crude material was purified by columnchromatography on silica gel (Pet. Ether/EtOAc 100:1); Colorless oil; 87% yield;

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4442-79-9, 2-Cyclohexylethanol, and friends who are interested can also refer to it.

Reference:
Article; Voutyritsa, Errika; Triandafillidi, Ierasia; Tzouras, Nikolaos V.; Nikitas, Nikolaos F.; Pefkianakis, Eleftherios K.; Vougioukalakis, Georgios C.; Kokotos, Christoforos G.; Molecules; vol. 24; 9; (2019);,
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Application of 1875-88-3, Adding some certain compound to certain chemical reactions, such as: 1875-88-3, name is 2-(4-Chlorophenyl)ethanol,molecular formula is C8H9ClO, 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 1875-88-3.

PREPARATION B-XI 2-(4-chloro)phenyl-1-mesyloxyethane To a stirring solution of 3.00 mL (22.16 mMol) 2-(4-chloro)phenyl-1-ethanol in 75 mL tetrahydrofuran at 0 C. were added 4.63 mL (33.24 mMol) triethylamine followed by 1.89 mL (24.38 mMol) methanesulfonyl chloride. The reaction mixture was allowed to stir at room temperature for 18 hours. The reaction mixture was then poured into water and extracted well with ethyl acetate. The organic phases were combined, washed with water, dried over sodium sulfate and concentrated under reduced pressure to give 5.18 gm (99.6%) of the title compound.

According to the analysis of related databases, 1875-88-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eli Lilly and Company; US5962473; (1999); A;,
Alcohol – Wikipedia,
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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. 60666-70-8, name is (2-Bromo-5-chlorophenyl)methanol. A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6BrClO

Compound 17-3 (0421) To a solution of compound 17-2 (8.0 g, 36.1 mmol) in THF (60 mL) was added NaH (60percent, 1.88 g, 46.9 mmol) at 0° C. After addition, the reaction mixture was stirred at room temperature for 30 min. Iodomethane (10.25 g, 72.2 mmol) was added and stirred for another 30 min. The reaction was then quenched with sat. ammonium chloride (50 mL) and extracted with ethyl acetate (50 mL×3). The combined organic layers were washed with brine (60 mL), dried over Na2SO4, filtered, concentrated to afford 17-3 as a white solid (7.23 g, yield 85percent).

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, 60666-70-8, (2-Bromo-5-chlorophenyl)methanol.

Reference:
Patent; Nivalis Therapeutics, Inc.; Wasley, Jan; Rosenthal, Gary J.; Sun, Xicheng; Strong, Sarah; Qiu, Jian; US9138427; (2015); B2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 1805-32-9, 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. 1805-32-9, name is 3,4-Dichlorobenzyl alcohol. A new synthetic method of this compound is introduced below.

General procedure: All the reactions were carefully carried out at 40C in a 25ml flask. In a typical procedure an amount of catalyst along with H2O2 was used for the oxidation process under mild conditions. The oxidation process was monitored by thin layer chromatography technique.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1805-32-9, 3,4-Dichlorobenzyl alcohol, and friends who are interested can also refer to it.

Reference:
Article; Judy Azar, Amir Reza; Safaei, Elham; Mohebbi, Sajjad; Materials Research Bulletin; vol. 70; (2015); p. 753 – 761;,
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Application of 41175-50-2 ,Some common heterocyclic compound, 41175-50-2, molecular formula is C12H15NO, 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 10 mL DMF at 0oC was added dropwise POCl3 (1.73 mL, 18.5 mmol). The solution was stirred at 0oC for 15 min and then a solution of 3 (3.190 g, 16.9 mmol) in 11 mL DMF was added. The reaction was allowed to be stirred overnight at 0oC to rt. After that the reaction mixture was stirred at 0oC for 0.5 h and quenched by 10 mL water. After stirring for 15 min at rt, the reaction mixture was extracted with EtOAc and washed with water. The organic phase was dried over MgSO4 and evaporated under reduced pressure. The afforded syrup was subjected to flash chromatography purification (hexanes:EtOAc:CHCl3, 6:1:1) to give the product as a purple solid (3.080 g, yield: 84%). 1H NMR (400 MHz, CDCl3) d 11.79 (s, 1 H), 9.35 (s, 1 H), 6.82 (s, 1 H), 3.25 (m, 4 H), 2.66 (m, 4 H), 1.91 (m, 4 H).

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. 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Songbai; Wang, Wu-Hong; Dang, Ya-Li; Fu, Yuanqing; Sang, Ruocheng; Tetrahedron Letters; vol. 53; 32; (2012); p. 4235 – 4239;,
Alcohol – Wikipedia,
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Electric Literature of 4461-39-6, 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. 4461-39-6, name is N-(2-Hydroxyethyl)-1,3-propanediamine. A new synthetic method of this compound is introduced below.

To a solution of 5-[[4-chloro-2-formyl-5-[[3-[3-[3-(4-hydroxy-l-piperidyl)propoxy]-2- methyl-phenyl]-2-methyl-phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile (300 mg, 468.63 pmol) in DMA (2 mL) was added 2-(3-aminopropylamino)ethanol (110.76 mg, 937.26 pmol), K2CO3 (80.96 mg, 585.79 pmol) and I2(356.83 mg, 1.41 mmol) at 0 C and the mixture was stirred at 0 C for 1 hr. The mixture was stirred at 25 C for 4 hr. The reaction mixture was filtered and concentrated under reduced pressure. The residue was purified by prep-HPLC (column: Luna Cl 8 100*30 5p; mobile phase: [water(0.05%HCl)-ACN] ;B%: l5%-45%, lOmin). The residue was purified by prep-HPLC (column: Waters Xbridge Prep OBD Cl 8 150*30 10m; mobile phase: [water(l0mM NH4HC03)-ACN]; B%: 20%-45%, lOmin). 5-[[4- chloro-2-[l -(2-hydroxy ethyl)-5,6-dihy dro-4H-pyrimi din-2-yl]-5-[[3-[3-[3-(4-hy droxy-l- piperidyl)propoxy]-2-methyl-phenyl]-2-methyl-phenyl]methoxy]phenoxy]methyl]pyridine-3- carbonitrile (16.21 mg, 4.50% yield) was obtained as a yellow solid. MS: m/z found 738.3[M+H]+; 1H NMR (400 MHz, DMSO-d6): d 9.01 (s, 1 H), 8.91 (s, 1 H), 8.31 (s, 1 H), 7.52-7.51 (m, 1 H), 7.30-7.16 (m, 4 H), 7.09-7.07 (m, 1 H), 6.97-6.94 (m, 1 H), 6.69-6.67 (m, 1 H), 5.35- 5.30 (m, 4 H), 4.53 (m, 2 H), 4.04-4.02 (m, 2 H), 3.33 (m, 2 H), 3.05 (m, 1 H), 2.67 (m, 4 H), 2.44-2.33 (m, 5 H), 2.04-1.82 (m, 12 H), 1.71-1.68 (m, 3 H), 1.40-1.35 (m, 2 H); 1H NMR (400 MHz, CD3OD): d 8.91-8.89 (m, 2 H), 8.26 (s, 1 H), 7.47-7.42 (m, 2 H), 7.26-7.08 (m, 4 H), 6.93- 6.91 (m, 1 H), 6.69-6.62 (m, 1 H), 5.39-5.32 (m, 4 H), 4.12-4.07 (m, 2 H), 3.62-3.30 (m, 7 H), 3.18-3.14 (m, 1 H), 2.85 (m, 2 H), 2.62-2.58 (m, 2 H), 2.21-1.87 (m, 15 H), 1.62-1.55 (m, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4461-39-6, its application will become more common.

Reference:
Patent; ARBUTUS BIOPHARMA, INC.; BI, Yingzhi; DORSEY, Bruce D.; FAN, Yi; MOORE, Christopher Brooks; NGUYEN, Duyan; (169 pag.)WO2019/191624; (2019); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 10602-04-7, (4-Ethynylphenyl)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, Safety of (4-Ethynylphenyl)methanol, blongs to alcohols-buliding-blocks compound. Safety of (4-Ethynylphenyl)methanol

(4-((4-isopropoxy-3-methylphenyl)ethynyl)phenyl)methanolA solution of (4-ethynylphenyl)methanol (CAS 10602-04-7) (250 mgs, 1.9 mmol) in THF was treated with copper (I) iodide (7.2 mgs, 0.04 mmol) and then purged with Argon for 5 minutes. 4-iodo-1-isopropoxy-2-methylbenzene (CAS 877603-52-6) (579 mgs, 2.0 mmol), was then added followed by dichlorobis-(triphenylphosphine) palladium(II) (13.4 mgs, 0.019 mmol).The resultant mixture was heated at 80° C. overnight.The reaction mixture was filtered and the filtrate was evaporated to give the crude product.The crude product was purified on a column (MPLC) using hexane:ethyl acetate and gave Intermediate 4 (450 mgs, 76percent yield).1H-NMR (CDCl3, 300 MHz) delta=7.62 (s, 1H), 7.51 (d, J=8.1 Hz, 2H), 7.41 (d, J=8.1 Hz, 2H), 7.18-7.24 (m, 1H), 6.840 (d, J=9.6 Hz, 1H), 5.39 (s, 2H), 4.54-4.60 (m, 1H), 2.12 (s, 3H), 1.31 (s, 3H), 1.27 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10602-04-7, (4-Ethynylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ALLERGAN, INC.; US2012/129906; (2012); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 627-27-0, 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. 627-27-0, name is But-3-en-1-ol. A new synthetic method of this compound is introduced below.

In a 1000 ml rb flask were placed 3-buten-1-ol (7.21 g, 100.00 mmol), 3,4-dihydro-2H-pyran (12.62 g, 150.00 mmol) and pyridinium p-toluenesulfonate (2.51 g, 10.00 mmol) in 350 ml of anhydrous dichloromethane. The reaction mixture was stirred at room temperature for 4 h. Then the reaction mixture was concentrated and the residue was purified by column with Hexane/Ethyl acetate=100/5 to provide 13.90 g of the desired product as an oil (89.0%). 1H-NMR (DMSO-d6) delta 5.851-5.742 (m, 1H), 5.103-5.011 (d, 1H), 4.997-4.985 (d, 1H), 4.555-4.537 (t, 1H), 3.745-3.611 (m, 2H), 3.433-3.347 (m, 2H), 2.290-2.236 (m, 2H), 1.698-1.675 (m, 2H), 1.611-1.566 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,627-27-0, its application will become more common.

Reference:
Patent; BAYER HEALTHCARE AG; US2010/298297; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts