Category: alcohols-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 64431-96-5, 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-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, Safety of 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol), blongs to alcohols-buliding-blocks compound. Safety of 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol)

[0052]To a solution of bis-ths propane (56.5 g, 0.2 mol) in 200 ml of dry THF in a three-necked round bottom flask with mechanical stir was added trimethylamine (40.52 g, 0.4 mol) at room temperature. The resulting solution was cooled down to 0 C under N2, then a solution of acryloyl chloride (36.2 g, 0.4 mol) in 100 ml of dry THF was added dropwise at 0 C. After the addition was complete, the mixture was allowed to warm to room temperature and continued to stir at room temperature for overnight. The white solid was collected by filtration and washed with THF (3X50 ml). The combined THF filtrate and THF washing solutions were evaporated off to give a residue. The residue was dissolved into 500 ml of chloroform and washed with saturated sodium (0121) bicarbonate aqueous solution (3X100 ml) until no gas generated. The chloroform layer was then dried with sodium sulfate. Sodium sulfate was removed by filtration and the filtrate was evaporated off to give the desired BIS TRIS Propane diacrylamide (BTPDA, Photo Active Co-solvent-1 ) (50.7 g, 65%).

The synthetic route of 64431-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HEWLETT-PACKARD DEVELOPMENT COMPANY, L.P.; ZHOU, Zhang-Lin; BAR, Mazi; LANE, Gregg A.; (29 pag.)WO2018/143916; (2018); A1;,
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Reference of 27489-62-9, Adding some certain compound to certain chemical reactions, such as: 27489-62-9, name is trans-4-Aminocyclohexanol,molecular formula is C6H13NO, 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 27489-62-9.

Preparation of Intermediate 21) di-tert-butyl dicarbon .at?e 2) 1,1′-carbonyl trans-4-aminocyclohexanol diimidazole Intermediate 2To a 250ml flask under nitrogen atmosphere was charged DMF (98 mL) and di-t-butyl dicarbonate (63.6g, 0.291 mole). The mixture was stirred at ambient temperature to give a solution. To a second IL flask was charged tfralphakappas-4-aminocyclohexanoI (commercially available) (32.5 g, 0.285 mole) and DMF (160 mL). The mixture was heated to 55-600C to give a solution. Approximately 33% of the di-t-butyl dicarbonate in DMF solution was slowly added to the *r°/s-4-aminocyclohexanol over approximately 30 minutes, keeping the process temperature below 75C during the charge. The mixture was stirred for ~30min- 1 hour at 55-600C. The slow addition of ~33% of the di-t-butyl dicarbonate DMF solution was repeated twice more and the mixture was stirred for ~30min – 1 hour at 55-600C after each addition. After the last addition the reaction mixture was stirred at 70-750C over 1-2 hours. When GC analysis indicated that the ratio between intermediate N-Boc-frflHs-4-aminocyclohexanol and fralpha«s-4-aminocyclohexanol was greater than 33:1, the reaction mixture was cooled to 15-20C. DMF (250 mL) was charged to the reaction and stirred to give a solution. 1, 1′ -Carbonyldiimidazole (59.2g, 1.3 eq) was charged to the reaction in one portion. The reaction was stirred at ~19C for 15 hours and reaction progress was monitored by HPLC. When the HPLC analysis indicated that the ratio between Intermediate 2 and N-Boc~’««,s~4-aminocyclohexanol was greater than 49:1, the reaction mixture was cooled to ~0C. Water (600 mL) was charged slowly to the reaction mixture while keeping the process temperature below ~20C. The white solid product precipitated out of solution. The mixture was cooled to ~ 00C and stirred for 1 hour. The product was filtered and the wet cake was washed with water (100 mL) twice. The product was dried at 60-65C under vacuum to a constant weight. Yield: 82.1 g, 94%.

According to the analysis of related databases, 27489-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/62334; (2007); A2;,
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Reference of 6995-79-5, Adding some certain compound to certain chemical reactions, such as: 6995-79-5, name is trans-Cyclohexane-1,4-diol,molecular formula is C6H12O2, 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 6995-79-5.

A 5 mL microwave vial was charged with 60percent sodium hydride (70 mg, 1.750 mmol) and trans-1,4- cyclohexanediol (180 mg, 1.550 mmol), purged with nitrogen, added DMF (2 mL), and stirred the mixture for 10 min at ambient temperature. A solution of 7-(2-fluoropyridin-4-yl)-4-(2-methoxyphenyl)- 3,4-dihydro-2H-pyrano[2′,3′:4,5]imidazo[l,2-a]pyridine (151 mg, 0.402 mmol, Preparation 93) in DMF (2 mL) was added, and heated at 120 °C for 105 min. Quenched with water (50 mL), extracted twice with EtOAc, washed with 10 mL brine, and dried over NaaSOzi. Chromatographed on a Grace Reveleris 24g column, eluted with 0-100percent 3: 1 EtOAc:EtOH in 1 : 1 DCM:Heptane (30 mL/min), affording the title compound (83.4 mg, 44.0percent); lH NMR (400 MHz, DMSO- 6) delta 8.09 (dd, J = 5.4, 0.6 Hz, 1H), 7.93 (dd, J= 1.9, 1.0 Hz, 1H), 7.54 (dd, J= 9.3, 1.8 Hz, 1H), 7.50 (dd, J= 9.3, 1.0 Hz, 1H), 7.21 (ddd, J= 8.2, 7.4, 1.7 Hz, 1H), 7.09 – 7.02 (m, 2H), 6.90 (dd, J = 1.6, 0.8 Hz, 1H), 6.73 (td, J = 7.5, 1.1 Hz, 1H), 6.44 (dd, J = 7.6, 1.7 Hz, 1H), 4.95 – 4.85 (m, 1H), 4.82 (dd, J= 6.2, 3.5 Hz, 1H), 4.54 (d, J= 4.2 Hz, 1H), 4.25 (ddd, J = 11.2, 4.8, 3.2 Hz, 1H), 3.95 (td, J = 11.0, 2.1 Hz, 1H), 3.87 (s, 3H), 3.52 – 3.42 (m, 1H), 2.42 – 2.31 (m, 1H), 2.09 – 2.02 (m, 1H), 2.02 – 1.93 (m, 2H), 1.84 – 1.75 (m, 2H), 1.46 – 1.32 (m, 2H), 1.32 – 1.18 (m, 2H). MS (ESI+) m/z 472 (M+H). LC/MS (Table 1, ab) Rt = 0.86 min; MS m/z: 472 (M+H)+ (TNF ICso = A).

According to the analysis of related databases, 6995-79-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (2016); 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. 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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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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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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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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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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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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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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