Month: September 2021

Synthetic Route of 20017-67-8, 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. 20017-67-8, name is 3,3-Diphenyl-1-propanol. A new synthetic method of this compound is introduced below.

A solution (5 ML) of 1-(2-hydroxy-5-nitrophenyl)propan-1-one (500 mg, 2.56 mmol), 3,3-diphenylpropanol (765 mg, 3.84 mmol), 1,1-(azodicarbonyl)dipiperidine (969 mg, 3.84 mmol) and triphenylphosphine (1.01 g, 3.84 mmol) in toluene was stirred for 4 hours at 80C, and to the reaction solution were added 3,3-diphenylpropanol (765 mg, 3.84 mmol), 1,1-(azodicarbonyl)dipiperidine (969 mg, 3.84 mmol), triphenylphosphine (1.01 g, 3.84 mmol) and toluene (5 ML).. The mixture was stirred for 4 hours at 80C. To the reaction solution were further added 3,3-diphenylpropanol (765 mg, 3.84 mmol), 1,1-(azodicarbonyl)dipiperidine (967 mg, 3.84 mmol), triphenylphosphine (1.01 g, 3.84 mmol) and toluene (5 ML), and the mixture was stirred for 12 hours at 80C. The reaction solution was poured into water, and was extracted with ethyl acetate.. The extracted solution was washed with water, was dried with anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure.. The residue was purified by silicagel column chromatography (hexane:ethyl acetate = 20:1), to obtain the titled compound as oil. 600 mg (60.2%) 1H-NMR (CDCl3) delta; 1.23 (3H, t, J = 7.2 Hz), 2.58 – 2.69 (2H, m), 3.04 (2H, q, J = 7.2 Hz), 4.07 to 4.25 (3H, m), 6.87 (1 H, d, J = 9.0 Hz), 7.15 to 7.36 (10H, m), 8.24 (1H, dd, J = 9.0, 2.8 Hz), 8.55 (1H, d, J = 2.8Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,20017-67-8, 3,3-Diphenyl-1-propanol, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1437344; (2004); A1;,
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Related Products of 127-66-2, Adding some certain compound to certain chemical reactions, such as: 127-66-2, name is 2-Phenylbut-3-yn-2-ol,molecular formula is C10H10O, 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 127-66-2.

General procedure: A 50-mL stainless steel autoclave equipped with a magnetic stir bar was charged with ZnCl2 (27.2 mg, 20 molpercent), DBU (76 mg, 50 molpercent), 2b (154.1 mg, 1 mmol), H2O (27 mg, 1.5 mmol) and CH3CN (2.0 mL) successively and sealed at r.t. Then, the pressure was adjusted to 1 MPa with CO2 at the preset temperature (80 °C) and the autoclave was heated at this temperature for 48 h. After the reaction was complete, the reactor was cooled in ice-water bath, and then excess CO2 was carefully vented. Then, the residue was obtained by removing the solvent under vacuum and further purified by column chromatography (petroleum ether/EtOAc 100:1-5:1) to obtain 6b.

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. 127-66-2, 2-Phenylbut-3-yn-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Song, Qing-Wen; Zhao, Qing-Ning; Li, Jing-Yuan; Zhang, Kan; Liu, Ping; Synthesis; vol. 51; 3; (2019); p. 739 – 746;,
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Electric Literature of 5333-42-6, 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 5333-42-6 as follows.

Example 13 Preparation of 2-octyldodecyl 2-(2-(2-methoxyethoxy)ethoxy)acetate To a 3-neck 1000 ml round-bottomed flask was added 2-octyl-1-dodecanol (220.00 g, 736.89 mmol, 1.0 equiv.), 2-(2-(2-methoxyethoxy)ethoxy)acetic acid (170.693 g, 957.95 mmol, 1.30 equiv.), toluene (200 ml) and p-toluenesulfonic acid monohydrate (1.4017 g, 7.3688 mmol, 0.010 equiv.) at room temperature. The resulting mixture was heated at reflux with stirring in an oil bath at 134 C. under a nitrogen atmosphere for 6 hours. The water produced in the reaction was collected in a Dean-Stark trap. The cooled mixture was diluted with diethyl ether, washed with dilute aqueous Na2CO3 solution, water, brine, dried (MgSO4), filtered, and concentrated in vacuo to afford a crude product. Excess solvent was further removed by heating the crude product with stirring in an oil bath under high vacuum for 2 hours to afford a clear light yellow liquid (319.67 g, 94%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5333-42-6, its application will become more common.

Reference:
Patent; ExxonMobil Research and Engineering Company; Ng, Man Kit; Oumar-Mahamat, Halou; Cheng, Hong; Blain, David A.; Cooper, Kathleen K.; Carey, James T.; Douglass, Michael R.; Kanga, Percy R.; Patil, Abhimanyu O.; Bodige, Satish; Lewis, Kyle G.; Hagemeister, Mark P.; (40 pag.)US2017/183595; (2017); A1;,
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Reference of 24034-73-9, 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. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. A new synthetic method of this compound is introduced below.

[0364] Methyl 2E,6E,10E-geranylgeranyl thiocarbamate (10a) (R= Methyl-): A dry reaction flask equipped with a stir bar, N2 inlet was charged with alcohol 1 (0.087 g, 0.3 mmol), pyridine (0.48 mL, 0.6 mmol) and DCM (1 mL). After cooling it to 0 C, methyl thioisocyanate (0.051 mL, 1.0 mmol) was added dropwise and the resulting reaction mixture was allowed to stir for 24 h. The reaction was monitored by TLC. After completion of the reaction, it was quenched with H20 (5 mL), acidified, extracted with n-hexanes (3 x 15 m L) and the combined n-hexanes were washed with H20 (10 mL). After drying the organic solution over anhydrous Na2S04, the solvent was evaporated and the resulting residue was purified by silica gel column chromatography using 1-2% EtOAc in n-hexanes to afford the desired thiocarbamate 10a. Yield: 0.030g (28%); LCMS: MS (m/z): 386.4 (M+Na).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,24034-73-9, its application will become more common.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush B.; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2013/130654; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1202577-61-4, trans-(4-(Trifluoromethyl)cyclohexyl)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, 1202577-61-4, blongs to alcohols-buliding-blocks compound. Computed Properties of C8H13F3O

To a solution of 489 trans-4-(trifluoromethyl)cyclohexyl)methanol (209 mg, 1.15 mmol) in 12 DMF (4 mL) was added 490 sodium bis(trimethylsilyl)amide (1.15 mL, 1.0 M, 1.15 mmol) at rt and after stirring at rt for 5 min., 154 6-bromo-3-isopropyl-7-methylimidazo[1,5-a]pyrazin-8(7H)-one (238 mg, 0.88 mmol) was added as a solid. After stirring at rt for 2 h, the mixture was diluted with a 1 M solution of 195 NH4Cl, 18 water and 68 DCM, partitioned and the aqueous layer was extracted with DCM (2×15 mL). The combined organic extracts were dried (MgSO4) and evaporated. The residue was purified (FCC, SiO2, 10-100% EtOAc/heptanes) to provide the 491 title compound (131 mg, 40%) as a white solid. 1H NMR (400 MHz, CDCl3) delta 7.86 (s, 1H), 6.34 (s, 1H), 3.81 (d, J=6.0 Hz, 2H), 3.42 (s, 3H), 3.14 (td, J=6.8, 13.7 Hz, 1H), 2.14-2.02 (m, 5H), 1.92 (dtt, J=3.2, 6.0, 12.0 Hz, 1H), 1.47-1.40 (m, 8H), 1.28-1.12 (m, 2H). [M+H]=372.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1202577-61-4, its application will become more common.

Reference:
Patent; Dart NeuroScience, LLC; Bookser, Brett; Botrous, Iriny; Branstetter, Bryan; Dyck, Brian; Weinhouse, Michael; US2019/177327; (2019); A1;,
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Application of 637031-88-0, 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 637031-88-0 as follows.

To a mixture of 3-methyl-4-[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazin-6-yl]phenol (80 mg, 0.27 mmol), 3,3-difluorocyclobutanol (88.17 mg, 0.82 mmol) and Ph3P (142.64 mg, 0.54 mmol) in THF (2 mL) was added DEAD (94.7 mg, 0.54 mmol) at 0 C under N2. Then the mixture was stirred at 70 C for 16 hours. The mixture was concentrated to give the crude product. The crude product was purified by Prep-HPLC (Waters Xbridge (150 mm x 25 mm, 5 _) A = H20 (10 mM NH4HCO3) and B = CH3CN; 43-73% B over 6 minutes) to give the product (4.22 mg, 11.0 mmol) as a solid. 1H NMR (400MHz, CDC13) _ = 9.57 (d, 1H), 8.13 (s, 1H), 7.38 (d, 1H), 6.84 – 6.80 (m, 1H), 6.77 (dd, 1H), 4.78 -4.66 (m, 1H), 3.20 – 3.09 (m, 2H), 2.86 -2.74 (m, 2H), 2.41 (s, 3H). LCMS R, = 1.16 min in 2.0 min chromatography, 10-80AB, purity 100%, MS ESI calcd. for Ci7H14F5N40 [M+H]+ 385.1, found 385.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,637031-88-0, its application will become more common.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
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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. 599-67-7, name is 1,1-Diphenylethanol. This compound has unique chemical properties. The synthetic route is as follows. name: 1,1-Diphenylethanol

General procedure: In a vacuum dried 100 mL Schlenk flask, benzyl alcohol I (10.0 mmol) and triethylamine(20.0 mmol) were dissolved in THF (50 mL) under Ar atmosphere. Then, HClSiMe2 (12 mmol)was added at room temperature and the resulting mixture was stirred overnight. After the reactionwas complete, the solvent was removed via rotary evaporation. Then, petroleum ether (40 mL)was added. Simple filteration to remove Et3N?HCl and concentration in vacuo could give the pure(hydrido)silyl ether product as a colorless liquid.

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, 599-67-7, 1,1-Diphenylethanol.

Reference:
Article; Fang, Huaquan; He, Qiaoxing; Liu, Guixia; Huang, Zheng; Synlett; vol. 28; 18; (2017); p. 2468 – 2472;,
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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. 402-63-1, name is 1-(3-Fluorophenyl)ethanol, molecular formula is C8H9FO, 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. Recommanded Product: 402-63-1

Example 98 1-(3-Fluorophenyl)ethyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,3-dimethylphenyl}carbamate 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylaniline (86 mg) was added to toluene/triethylamine = 10/1 (9 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (150 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 3-fluoro-alpha-methylbenzyl alcohol (70 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate andwas concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (89 mg, yield 64%). 1H-NMR (CDCl3, 400 MHz): 8.38 – 8.44 (1H, m), 8.13 (1H, s), 7.66 – 7.75 (1H, m), 7.64 (1H, s), 6.95 – 7.36 (6H, m), 6.51 (1H, d, J = 6.4 Hz), 5.87 (1H, q, J = 6.6 Hz), 4.15 (3H, s), 4.09 (3H, s), 2.25 (3H, s), 2.07 (3H, s) Mass spectrometry value (ESI-MS, m/z): 492 (M++1)

With the rapid development of chemical substances, we look forward to future research findings about 402-63-1.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
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Synthetic Route of 1124-63-6, Adding some certain compound to certain chemical reactions, such as: 1124-63-6, name is 3-Cyclohexylpropan-1-ol,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 1124-63-6.

The crude mixture was reacted with phthalimide (15.0 mmol) in THF (20 mL) under reflux for 2 h to get a the phthalimide intermediate as white powder. It was filtered and further reacted with hydrazine (98%, 63 mmol) in absolute ethanol (15 mL) at 60 C for 30 min. The reaction mixture was diluted with water and extracted using ethyl acetate to get the 3-cyclohexylpropan-1-amine 47. The amine 47 was reacted with phenethylisocyanate according to the general procedure to get 23. Yield 87%; White solid; mp 84-86 C; Rf 0.40 (1: 2 Ethylacetate: Hexane), IR (neat): 3359, 3307, 2911, 2849, 1625, 1560, 1496 cm-1; 1H NMR (CDCl3) delta 0.81-0.89 (m, 2H), 1.11-1.26 (m, 6H), 1.41-1.49 (m, 2H), 1.62-1.69 (m, 5H), 2.81 (t, J = 8.00 Hz, 2H), 3.05-3.10 (m, 2H), 3.41-3.46 (m, 2H), 4.26-4.33 (m, 2H), 7.19-7.24 (m, 3H), 7.28-7.33 (m, 2H). 13C NMR (CDCl3) delta 26.24, 26.53, 27.45, 33.24, 34.51, 36.37, 37.33, 40.82, 41.57, 126.40, 128.59, 128.86, 139.30, 158.31. HRMS Calcd for C18H28N2O2 m/z [M+H] 289.2281, found 289.2308.

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. 1124-63-6, 3-Cyclohexylpropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Manickam, Manoj; Jalani, Hitesh B.; Pillaiyar, Thanigaimalai; Sharma, Niti; Boggu, Pulla Reddy; Venkateswararao, Eeda; Lee, You-Jung; Jeon, Eun-Seok; Jung, Sang-Hun; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 379 – 391;,
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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. 57772-50-6, name is (2-Amino-3-methylphenyl)methanol, the common compound, a new synthetic route is introduced below. Recommanded Product: 57772-50-6

Acetophenone (144 mg, 1.2 mmol),[Cp * Ir (6,6 ‘- (OH) 2bpy) (H2O)] [OTf] 2 (8.3 mg,0.01 mmol, 1 mol%), potassium hydroxide (56 mg, 1.0 mmol, 1.0 equiv.),2-Amino-3-methylbenzyl alcohol(137 mg, 1.0 mmol) and water (1 mL) were sequentially added to a 5 mL round bottom flask.The reaction mixture was refluxed in air for 12 hours and then cooled to room temperature.Extraction with ethyl acetate, removal of the solvent by rotary evaporation and purification of the target compound by column chromatography (developing solvent: petroleum ether / ethyl acetate) yielded 83%

The synthetic route of 57772-50-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing University of Science and Technology; Li Feng; Wang Rongzhou; (15 pag.)CN107400084; (2017); A;,
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