Author: tianli

Synthetic Route of 100058-61-5 ,Some common heterocyclic compound, 100058-61-5, molecular formula is C11H14O2, 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 a solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine 31-a (392 mg, 2.5 mmol) and Intermediate 31-b (500 mg, 2.8 mmol) in THF (12.7 mL) were sequentially added triphenylphosphine (2.0 g, 7.6 mmol), and DIAD (1.5 ml, 7.6 mmol). The solution was stirred at room temperature for 1 hour. Volatiles were removed under reduced pressure. Purification by silica gel chromatography provided Intermediate 5-c as a beige oil.

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. 100058-61-5, 3-(Benzyloxy)cyclobutanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMASCIENCE INC.; LAURENT, Alain; ROSE, Yannick; WO2015/77866; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 616-29-5, 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. 616-29-5, name is 1,3-Diaminopropan-2-ol. A new synthetic method of this compound is introduced below.

N- (3-CARBOXY-6-METHYLPHENYL)-S-METHYLISOTHIOUREA (17.0 g, 0.048 mol) and 1,3-diamino-2-hydroxypropane (12.96 g, 0.144 mol) and DMF (20 mL) were added to 200 mL flask equipped with condenser and drying tube. The solution was heated at 100 C for 36 h and was cooled and filtered. The solid was washed with ethyl acetate, then ether. The solid was added slowly to stirring 4N HCI in dioxane. The mixture was stirred for 2h. The reaction mixture became difficult to stir and the solution was concentrated and dried under high vacuum overnight. The solid was washed with ether three times, filtered, and dried. Yield 13. 31G (97%) 1H NMR (CD30D) a 7.13-7. 21 (m, 2H), 6.86 (m, 1H), 3.26 (m, 4H), 1.83 (m, 2H). Anal. Calcd for C11H1303N3 : MOL. Wt, 236.1005 (M+H, HRMS). Found: MOL. W, 236.1035 (M+H, HRMS).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,616-29-5, 1,3-Diaminopropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACIA CORPRATION; WO2004/60376; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 25574-11-2, Adding some certain compound to certain chemical reactions, such as: 25574-11-2, name is 3-(4-Bromophenyl)propan-1-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 25574-11-2.

Step 2: l-Bromo-4-(3-methoxy-propyl)-benzene3-(4-Bromo-phenyl)-propan-l-ol (2.60g, obtained in example 130, step 1) was dissolved in THF (35mL). The mixture was cooled to 0C and sodium hydride (60% in mineral oil, 967mg) was added in four portions to the cold mixture. Stirring was continued at 0C for 1 hour. Then, iodomethane (1.13mL) was added dropwise over a period of 15 minutes to the reaction mixture. The mixture was warmed to room temperature over a period of 1 hour. The reaction mixture was poured into ice/water and was extracted two times with ethyl acetate. The combined organic layers were washed with brine, dried over Na2S04, filtered and the solvent was evaporated. The residue was purified by flash chromatography (silica gel, gradient of heptane in ethyl acetate) to give the title compound as a light yellow liquid (2.61g, 94%). MS (EI): 229.0 [M+].

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. 25574-11-2, 3-(4-Bromophenyl)propan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ACKERMANN, Jean; BRUGGER, Stephan; CONTE, Aurelia; HUNZIKER, Daniel; NEIDHART, Werner; NETTEKOVEN, Matthias; SCHULZ-GASCH, Tanja; WERTHEIMER, Stanley; WO2011/45292; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 4084-38-2, 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 4084-38-2 as follows.

Add in a 100mL three-necked flask2,3,4,5,6-pentafluorobenzyl alcohol 4.5g (25mmol),Pyridine 3g,Hexane 40mL,Slow drop(1R)-trans-2,2-dimethyl-3-(E/Z-2-chloropropenyl)cyclopropanecarboxylic acid chloride 6g(30mmol),The reaction was carried out for 4 hours at room temperature.The organic phase is sequentially treated with 20 mL of 5% sodium hydroxide solution,Wash with 5% hydrochloric acid solution and saturated sodium chloride solution, dry,After desolvation, a pale yellow viscous liquid is obtained.After column chromatography (petroleum ether / ethyl acetate = 20/1)Light yellow liquid 9.4g,The yield was 94%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4084-38-2, its application will become more common.

Reference:
Patent; Mt. Huang College; Han Bingbing; Zheng Zubiao; (15 pag.)CN109776327; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 100058-61-5, Adding some certain compound to certain chemical reactions, such as: 100058-61-5, name is 3-(Benzyloxy)cyclobutanol,molecular formula is C11H14O2, 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 100058-61-5.

Step 3: 2-((6-(3-((1r,3r)-3-(benzyloxy)cyclobutoxy)phenoxy)hexyl)oxy)tetrahydro-2H-pyran To a solution of 3-((6-((tetrahydro-2H-pyran-2-yl)oxy)hexyl)oxy)phenol (100 mg, 0.34 mmol), (1s,3s)-3-(benzyloxy)cyclobutanol (91 mg, 0.51 mmol), PPh3 (267 mg, 1.02 mmol) in THF (5.0 mL) were added DIAD (206 mg, 1.02 mmol) at 40 C. under a nitrogen atmosphere. The resulting mixture was heated to 80 C. overnight. After cooling to room temperature, the reaction was quenched with water. The mixture was extracted with EA (50 mL), and the organic phase was washed with water (20 mL*3), brine (20 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified to afford the desired product (PE:EA=5:1) (130 mg, yield=84%) as colorless oil. 2-((6-(3-((1r,3r)-3-(benzyloxy)cyclobutoxy)phenoxy)hexyl)oxy)tetrahydro-2H-pyran was converted into the final compound, 2-(2,6-dioxopiperidin-3-yl)-5-((6-(3-((1r,3r)-3-((5-(5-methyl-5H-pyrido[4,3-b]indol-7-yl)pyridin-2-yl)oxy)cyclobutoxy)phenoxy)hexyl)oxy)isoindoline-1,3-dione, according to the synthetic scheme below using procedures described above and common procedures known to those skilled in the art. Compound 84: 1H NMR (400 MHz, CDCl3): delta 93.4 (s, 1H), 8.58 (d, J=5.6 Hz, 1H), 8.21-8.48 (m, 2H), 8.20 (d, J=8.4 Hz, 1H), 7.88-7.91 (m, 1H), 7.76 (d, J=8.4 Hz, 1H), 7.56 (s, 1H), 7.51 (d, J=8.0 Hz, 1H), 7.33-7.36 (m, 2H), 7.16-7.18 (m, 2H), 6.86 (d, J=8.4 Hz, 1H), 6.39-6.51 (m, 3H), 5.52-5.54 (m, 1H), 4.94-4.96 (m, 2H), 4.07-4.10 (m, 2H), 3.91-3.97 (m, 5H), 3.22-3.24 (m, 1H), 2.69-2.76 (m, 7H), 2.14-2.16 (m, 1H), 1.82-1.86 (m, 4H), 1.54-1.57 (m, 4H). (M+H)+ 794.5. Synthetic Scheme for Exemplary Compound 86

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. 100058-61-5, 3-(Benzyloxy)cyclobutanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Berlin, Michael; Flanagan, John J.; Dong, Hanqing; Ishchenko, Alexey; (559 pag.)US2018/125821; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 869725-53-1, 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. 869725-53-1, name is 2-Bromo-5-(trifluoromethyl)benzyl Alcohol, molecular formula is C8H6BrF3O, 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.

Step 3: 2-Bromo-5-trifluoromethyl-benzaldehyde[00420] 2-Bromo-5-(trifluoromethyl)benzyl alcohol (2.216g, 8.69mmol) and N- methylmorpholine-N-oxide (2.051g, 17.38mmol) were combined in CH2Cl2 (44mL) and MeCN (2.2mL). Tetrapropylammonium perruthenate (0.31 Ig, 0.87mmol) was added, and the reaction was stirred for 20 minutes at room temperature. Once no starting material was seen by analytical tic, the mixture was concentrated, and the residue was purified by silica gel chromatography to give the title compound.

According to the analysis of related databases, 869725-53-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John, Howard; SEIDERS, Thomas, Jon; ARRUDA, Jeannie, M.; ROPPE, Jeffrey, Roger; WO2010/42652; (2010); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 116-02-9 ,Some common heterocyclic compound, 116-02-9, molecular formula is C9H18O, 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, equipped with a stirrer, condensate return pipe, thermometer, N.2The four-necked flask was purged with nitrogen and the addition of acrylic acid and 3,3,5-trimethylcyclohexanol, the molar ratio of acrylic acid to 3,3,5-trimethylcyclohexanol was 1: 1.2, , Stirring speed of 300 r / min, heating up; 2, continue to heat up to 118 , stable condensate reflux, adding catalyst, incubation reaction 4h; and then remove the condenser, install the water separator, at 125 reaction 3h, stop And then distilled at a temperature of 80 C and a pressure of -0.099 MPa to obtain a pale yellow transparent product with an acrylic acid conversion of 94.6% and a yield of 85.14%.The catalyst is p-toluenesulfonic acid in an amount of 1.0% by weight based on the total weight of the total reactants.

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; SOUTH CHINA UNIVERSITY OF TECHNOLOGY; PAN, CHAOQUN; ZHANG, JIN; KANG, YINGZI; (6 pag.)CN104151159; (2016); B;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, the common compound, a new synthetic route is introduced below. name: 1-(2,6-Dichloro-3-fluorophenyl)ethanol

Dissolve triphenylphosphine (17.50g, 66.73mmol) in THF,Argon protection, injection under ice bathDEAD (10.57mL, 66.73mmol),Add 1-(2,6-dichloro-3-fluorophenyl)ethanol (9.30g, 44.49mmol)And m-bromophenol (5.19mL, 48.94mmol) in THF,Move to room temperature and react overnight. TLC monitors the reaction is complete,The solvent was distilled off under reduced pressure,Separation and purification by silica gel column chromatography (petroleum ether / dichloromethane =200: 1, v / v) to obtain a transparent oil (8.51g, yield 52.84%).

The synthetic route of 756520-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Chinese Academy Of Sciences Shanghai Life Sciences Institute; Liu Hong; Yang Chenghua; Li Chunpo; Sun Chenxia; Liang Xuewu; Gao Yang; Shi Yuqiang; Zhao Sen; Jiang Hualiang; Chen Kaixian; (34 pag.)CN110950807; (2020); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, the common compound, a new synthetic route is introduced below. Recommanded Product: (4-Bromo-2,6-difluorophenyl)methanol

Example 2 1: 4~((7~ (4-chloro-3-metho. xyphenvl)-l-(4-fl orophenvl)~4,5,6, 7~tetrahvdro~ IH-benzofd, Yitnldazo Patent; JANSSEN PHARMACEUTICA NV; ZHANG, Xuqing; WALL, Mark; SUI, Zhihua; WO2015/160772; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 1462-03-9, 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. 1462-03-9, name is 1-Methylcyclopentanol. A new synthetic method of this compound is introduced below.

E11-1 : Potassium cyanide (1. 43 g, 22.0 mmol) was added to a stirred solution of METHYLCYCLOPENTANOL (2.00 g, 20.0 MMOL) in glacial acetic acid (1.00 mL) resulting in a thick slurry. To this was added, dropwise, sulfuric acid (3 mL, caution: exothermic) at a rate at which the temperature was maintained at ca. 30-35C. Additional acetic acid (1 mL) was added to facilitate stirring of the thick paste. The mixture was then heated to 55-60C for 30 min followed by stirring at ambient temperature for 16 h. Ice cold water (35 mL) was then added, the mixture extracted with ethyl ether (2x 40 mL) and the combined organic phases washed with 5% NAHCO3 (5x 30 mL), dried over MGS04 and the solvent evaporated to yield a pale brown oil (1.16 g). The pH of the combined aqueous washings was then raised to pH 11 by the addition of solid K2CO3 AND the resulting solids filtered and washed with ethyl ether (3x 40 mL). The filtrate was extracted with ethyl ether (2x 40 mL), the combined extracts dried over MgS04 and the solvent evaporated to yield additional product (0.355 g) which was combined with the above obtained oil (1.52 g, 60 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1462-03-9, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO KG; WO2004/103996; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts