Category: alcohols-buliding-blocks

Synthetic Route of 6240-11-5, 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. 6240-11-5, name is 1-Adamantaneethanol, molecular formula is C12H20O, 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.

To a solution of Intermediate 15 (1 g, 4.3 mmol) in tetrahydrofuran (6 ml_) and 1- Adamantaneethanol (0.77 g, 4.2 mmol) in tetrahydrofuran (6 ml_) was added a solution of diethyl azodicarboxylate (2.9 mL, 6.4 mmol) and triphenylphosphine (1.6 g, 6.4 mmol) in tetrahydrofuran (4 mL). The reaction mixture was stirred at 8O0C for 48 hours. The solvent was removed under reduced pressure and partitioned between methylen chloride and water. The organic layer was washed with water, sodium hydrogen carbonate (4%) and brine. The solvent was removed under reduced pressure and the crude was purified by column chromatography with silica gel, eluting with hexane/ethyl acetate (30:1). The title compound was obtained as a solid (0.39 g, 22%). MS (M+): 414.

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 6240-11-5, 1-Adamantaneethanol.

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2009/68177; (2009); A1;,
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Electric Literature of 5391-88-8, Adding some certain compound to certain chemical reactions, such as: 5391-88-8, name is 1-(4-Bromophenyl)ethanol,molecular formula is C8H9BrO, 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 5391-88-8.

A mixture of 1- (4-bromophenyl) ethanol (0.3 mg, 1.0 mmol), cat. [Ir] (5.3 mg, 0.01 mmol, 1 mol%) and tert-amyl alcohol (1 mL) were successively added to a 5 mL round bottom flask. The reaction mixture was refluxed in air for 6 hours and then cooled to room temperature. Then, cesium carbonate (33 mg, 0.1 mmol, 0.1 equiv.) And benzyl alcohol (119 mg, 1.1 mmol) were added, refluxed in air for 6 hours, and then cooled to room temperature. The solvent was removed by rotary evaporation and then the title compound was obtained by column chromatography (developing solvent: petroleum ether / ethyl acetate) in a yield of 89%

According to the analysis of related databases, 5391-88-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing University of Science and Technology; Wang, Rongzhou; Fan, Hongjun; Li, Feng; (18 pag.)CN106478325; (2017); A;,
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Reference of 16308-92-2, 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. 16308-92-2, name is (2,4-Dimethylphenyl)methanol. A new synthetic method of this compound is introduced below.

Step B. Ethyl 1-(6-{2-[(2,4-dimethylbenzyl)oxy]-3-iodophenyl}pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate; To a solution of the title compound from Example 15 Step A (200 mg, 0.397 mmol), 2,4-dimethylbenzyl alcohol (81.0 mg, 0.596 mmol), and triphenylphosphine (156 mg, 0.596 mmol) in DCM (2 mL) was added diisopropyl azodicarboxylate (0.114 mL, 0.596 mmol), and the resulting mixture was stirred at ambient temperature. After 18 h, the reaction mixture was concentrated in vacuo. Purification by flash chromatography on silica gel (0 to 20% EtOAc in hexanes, then 20 to 100% EtOAc in hexanes) provided the title compound: LCMS m/z 594.8 [M+H]+; 1H NMR (500 MHz, CDCl3) delta 8.17 (s, 1H), 8.02 (d, J=8.0 Hz, 1H), 7.92 (d, J=7.5 Hz, 1H), 7.85-7.81 (m, 2H), 7.60 (d, J=7.5 Hz, 1H), 7.13 (d, J=7.5 Hz, 1H), 7.05 (t, J=7.5 Hz, 1H), 6.95-6.92 (m, 2H), 4.69 (s, 2H), 4.41 (q, J=7.0 Hz, 2H), 2.30 (s, 3H), 2.17 (s, 3H), 1.43 (t, J=7.0 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16308-92-2, (2,4-Dimethylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Bittner, Amy R.; Sinz, Christopher Joseph; Chang, Jiang; Kim, Ronald M.; Mirc, J. W.; Parmee, Emma R.; Tan, Qiang; US2009/209556; (2009); A1;,
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Related Products of 10602-04-7, 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.10602-04-7, name is (4-Ethynylphenyl)methanol, molecular formula is C9H8O, molecular weight is 132.16, as common compound, the synthetic route is as follows.

To a suspension of azide derivative 13 (1 mole eq.) in isopropanol and water (1:1) was added alkyne (2 mole eq.) followed by CuSO4H2O (0.2 mole eq.) and sodium ascorbate (0.4 mole eq.). The reaction mixture was stirred at 40-50 C for 2 h and then evaporated under reduced pressure. To the residue was added H2O and the aqueous mixture was extracted with DCM. The organic phase was washed with H2O, brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was then purified by column chromatography on silica to obtain the desired C-1 triazole derivative.

Statistics shows that 10602-04-7 is playing an increasingly important role. we look forward to future research findings about (4-Ethynylphenyl)methanol.

Reference:
Article; Bhatt, Beenu; Thomson, Robin J.; Von Itzstein, Mark; Tetrahedron Letters; vol. 52; 21; (2011); p. 2741 – 2743;,
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Adding a certain compound to certain chemical reactions, such as: 623-04-1, (4-Aminophenyl)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, 623-04-1, blongs to alcohols-buliding-blocks compound. Application In Synthesis of (4-Aminophenyl)methanol

General procedure: To a solution of particular aromatic amine, 1:1 HCl-water was added in small instalments while stirring at 0C. After 10min, 4 equivalents of 3M sodium nitrite in water was added drop wise and after 30min 3 equivalents of 3M sodium azide and sodium acetate in water was added drop wise carefully keeping the reaction mixture at 0C or below (Scheme 2). After completion of addition, reaction was brought to room temperature and allowed to react for one more hour and finally extracted with diethyl ether for at least three times. Organic layers were washed with saturated sodium bicarbonate solution two times, dried over anhydrous sodium sulphate and concentrated to a minimum volume under reduced pressure on rotary evaporator.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-04-1, its application will become more common.

Reference:
Article; Dangroo, Nisar A.; Singh, Jasvinder; Dar, Alamgir A.; Gupta, Nidhi; Chinthakindi, Praveen K.; Kaul, Anpurna; Khuroo, Mohmmed A.; Sangwan, Payare L.; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 160 – 169;,
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Application of 83811-73-8, 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 83811-73-8, name is (4-Phenylcyclohexyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Second step Compound (III) (50 g, 0.268 mol) was dissolved in dry pyridine (110 ml) and cooled to 5 C. or lower. To this solution was dropwise added a solution of p-toluenesulfonic chloride (50.1 g, 0.263 mol) dissolved in dry toluene (70 ml), through a dropping funnel in small portions so that the reaction temperature could not exceed 10 C. After completion of the addition, the cooling bath was removed and agitation was carried out at room temperature for 4 hours, followed by adding water (100 ml) and toluene (300 ml) to extract the resulting product, washing the toluene-extraction liquid twice with 6N-HCl (100 ml), then once with water (200 ml), further twice with 2N aqueous solution of NaOH (100 ml), and 4 times with water (200 ml), distilling off the solvent, recrystallizing the residue from toluene (90 ml), filtering off and drying to obtain p-toluenesulfonic acid trans-4-phenylcyclohexyl methyl ester (IV) (77.0 g). M.P. 108.0~108.7 C.

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 83811-73-8, (4-Phenylcyclohexyl)methanol.

Reference:
Patent; Chisso Corporation; US4522741; (1985); A;,
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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. 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below., Computed Properties of C9H11BrO

Step 1: 1-Bromo-2-(2-fluoropropan-2-yl)benzene Into a 100 mL round-bottom flask equipped with a magnetic stir bar was dissolved 2-(2-bromophenyl)propan-2-ol (1.0 g, 4.7 mmol) in CH2Cl2 (15 mL) and it was cooled to -78 C. DAST (1.1 g, 7.0 mmol) was added and the reaction was monitored by TLC. After disappearance of the starting material, the reaction mixture was quenched over 50 mL of a sat aq. NaHCO3 solution in a beaker. It was then transferred into a 250 mL separatory funnel and extracted with ethyl acetate (2*70 mL). Combined organic layers were washed with brine, dried over MgSO4, filtered and the solvent was evaporated under reduced pressure. Purification by column chromatography through silica gel, eluting with 100% hexanes afforded the title compound.

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, 7073-69-0, 2-(2-Bromophenyl)propan-2-ol.

Reference:
Patent; Isabel, Elise; Lachance, Nicolas; Leclerc, Jean-Philippe; Leger, Serge; Oballa, Renata M.; Powell, David; Ramtohul, Yeeman K.; Roy, Patrick; Tranmer, Geoffrey K.; Aspiotis, Renee; Li, Lianhai; Martins, Evelyn; US2011/301143; (2011); 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. 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol, the common compound, a new synthetic route is introduced below. Formula: C8H11NO2

Compound 101 (923 mg, 1.65 mmol) and (5-amino-1,3-phenylene)dimethanol (240 mg, 1.57 mmol) were dissolved in DMF (5.2 ml). EDC.HCl (601 mg, 3.13 mmol), and DMAP (96 mg, 0.78 mmol) were added at room temperature and the reaction was stirred overnight at room temperature. The reaction was diluted with ethyl acetate and washed with water three times. The organic layer was dried, concentrated in vacuo and purified by silica gel chromatography (DCM/MeOH) to give Compound 102 (150 mg, 20percent yield). LCMS=3.91 min (8 min method). MS (m/z): 472.2 (M+1)+. 1H NMR (400 MHz, MeOD): delta 9.69 (s, 1H), 8.21 (d, 1H, J=6.8 Hz), 8.18 (d, 1H, J=6.8 Hz), 7.52 (s, 2H), 7.12 (s, 1H), 4.58 (s, 4H), 4.44-4.48 (m, 1H), 4.29-4.32 (m, 1H), 3.34 (s, 2H), 2.38 (s, 3H), 2.34-2.40 (m, 2H), 1.90-1.95 (m, 2H), 1.43 (d, 3H, J=7.2 Hz), 1.36 (d, 3H, J=7.2 Hz), 1.30 (s, 6H).

The synthetic route of 71176-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IMMUNOGEN, INC.; Chari, Ravi V.J.; Miller, Michael Louis; Shizuka, Manami; (250 pag.)US2016/82114; (2016); A1;,
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Application of 637031-88-0, 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. 637031-88-0, name is 3,3-Difluorocyclobutanol, molecular formula is C4H6F2O, 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.

To a solution of 7′-methylsulfonylspiro[l,3- dioxolane-2,l’-indane]-4′-ol (2.0 g, 7.4 mmol), triphenylphosphine (8.2 g, 31.1 mmol), and 3,3-difluoro-cyclobutanol (1.04 g, 9.6 mmol) in tetrahydrofuran (50 mL) at 60 C was added diisopropyl azodicarboxylate (2.3 mL, 11.8 mmol). After addition, the reaction mixture was stirred at 60 C overnight. After cooled to ambient temperature, water (50 mL) and MTBE (50 mL) were added. The organic layer was separated, washed with brine, dried (sodium sulfate), filtered and concentrated under reduced pressure. The residue obtained was purified by flash chromatography on silica gel to give 4′-(3,3-difluorocyclobutoxy)-7′-methylsulfonyl- spiro[l,3-dioxolane-2,l’-indane] (1.0 g, 37%) as solid.

According to the analysis of related databases, 637031-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PELOTON THERAPEUTICS, INC.; DIXON, Darryl, David; GRINA, Jonas; JOSEY, John, A.; RIZZI, James, P.; SCHLACHTER, Stephen, T.; WALLACE, Eli, M.; WANG, Bin; WEHN, Paul; XU, Rui; YANG, Hanbiao; (237 pag.)WO2016/144825; (2016); A1;,
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Related Products of 756520-66-8, 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.

(1) primary crystals(2,6-dichloro-3-fluorophenyl into an (S) -1-; 30g Compound (2) was added 105mL of petroleum ether obtained in Preparation Example 1 embodiment taken, heated and stirred under argon for 40 , dissolve yl) ethanol seed, after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry filtration dry, weighing 20g, yield 66.7%; chiral phase detection ee: 60.5% (test conditions AD-H; n-hexane (0.1% acetic acid): isopropanol = 80: 20; 0.3ml / L; 254nm ; 30 ).(2) secondary crystalsTake a crystalline compound obtained 30g, was added 105mL of petroleum ether, heated and stirred under argon for 40 , dissolved; into an (S) -1- (2,6- dichloro-3-fluorophenyl) ethanol seed , after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry suction filtration, weighed 20g a yield of 66.7%; according to the aforementioned chromatographic conditions, chiral phase detection ee: 95.5%.(3) three times crystallizedTaking a second resultant crystalline compound 30g, was added 105mL of petroleum ether, heated and stirred under argon for 40 , dissolved; into an (S) -1- (2,6- dichloro-3-fluorophenyl) ethanol crystal species, after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry suction filtration, weighed 20g, yield 66.7%; according to the aforementioned chromatographic conditions, chiral phase detection ee: 99.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,756520-66-8, its application will become more common.

Reference:
Patent; Xihua University; Wu, Pengcheng; Wang, Zhouyu; Jiang, Zhenju; Xu, Zhihong; Weng, Guanglin; Tan, Ping; Liu, Siyu; (10 pag.)CN105237346; (2016); A;,
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