Category: alcohols-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 454-91-1, 1-[3-(Trifluoromethyl)phenyl]ethanol, 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 1-[3-(Trifluoromethyl)phenyl]ethanol, blongs to alcohols-buliding-blocks compound. Safety of 1-[3-(Trifluoromethyl)phenyl]ethanol

At room temperature, in a 50 ml round-bottom flask is sequentially added in 3 – trifluoromethyl -1 – phenethyl alcohol (0.19 g, 1 mmol), benzoic acid (0.183g, 1.5 mmol), NBS (0.356g, 2 mmol) and 1, 4 – dioxane (2 ml). In the 60 C stirring 1 hour, then adding DBU (0.304 g, 2 mmol), continue to reaction 4 hours (TLC detection reaction). Then, stopping the reaction, concentrated under reduced pressure, to obtain crude product. Finally petroleum ether and ethyl acetate mixed eluent flushing, rapid column chromatography (silica gel column) to obtain the corresponding product alpha – acyloxy ketone compound (white solid 0.170, yield 55%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,454-91-1, 1-[3-(Trifluoromethyl)phenyl]ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Qufu Normal University; Wang, Hua; Wei, Wei; Zhu, Minghui; Cui, Huanhuan; (19 pag.)CN106518663; (2017); A;,
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Reference of 402-63-1, 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.402-63-1, name is 1-(3-Fluorophenyl)ethanol, molecular formula is C8H9FO, molecular weight is 140.1549, as common compound, the synthetic route is as follows.

General procedure: In a round-bottom flask, a benzyl alcohol 2 (1.0 mmol), a sulfonamide1 (1.8 mmol) and BF3·OEt2 (151 muL, 1.2 mmol) were dissolved in CHCl3 (2.0 mL). The mixture was stirred for 2 h under reflux in air atmosphere, then the solvent was removed under reduced pressure using a rotary evaporator. The product was isolated by column chromatography of the residue on silica gel (EtOAc-PE, 1:10 to 1:2, v/v) to give the desired mono- and di-N-benzylated products 3 and 4.

The chemical industry reduces the impact on the environment during synthesis 402-63-1, I believe this compound will play a more active role in future production and life.

Reference:
Article; Pan, Jing; Li, Jia-Qiang; Huang, Ruo-Feng; Zhang, Xiao-Hui; Shen, Hang; Xiong, Yan; Zhu, Xiang-Ming; Synthesis; vol. 47; 8; (2015); p. 1101 – 1108;,
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Adding a certain compound to certain chemical reactions, such as: 702-23-8, 2-(4-Methoxyphenyl)ethanol, 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, Recommanded Product: 2-(4-Methoxyphenyl)ethanol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 2-(4-Methoxyphenyl)ethanol

Production Example 7 Synthesis of 4-methoxyphenethyl bromide 4-Methoxyphenethyl alcohol (0.61 g) was treated as in Production Example 1 to give the title compound (0.838 g) as a pale yellow oil (yield: 97.4%). 1H-NMR (400 MHz, CDCl3): delta(ppm) 3.10(2H, t, J=7.6Hz), 3.53(2H, t, J=7.6Hz), 3.80(3H, s), 6.86(2H, d, J=8.2Hz), 7.13(2H, d, J=8.2Hz).

The synthetic route of 702-23-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; US2002/19531; (2002); A1;,
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Synthetic Route of 23147-58-2, Adding some certain compound to certain chemical reactions, such as: 23147-58-2, name is Glycerol aldehyde dimer,molecular formula is C4H8O4, 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 23147-58-2.

A mixture of 2-(l-piperazinyl)- 5-pyrimidinecarboxylic acid, ethyl ester (0.016 mol),(2-phenylethenyl)- boronic acid (0.016 mol) and l,4-dioxane-2,5-diol (0.016 mol) inEtOH (250 ml) was stirred for 2 days at room temperature and then the solvent wasevaporated (vac.), The residue was taken up in DCM and water and the organic layerwas separated, dried (MgSO4), filtered and the solvent was evaporated. The residue waspurified by column chromatography over silica gel (15-40/xm) (eluent: DCM/MeOH97/1). The pure fractions were evaporated, yielding 4g (61%) of intermediate 1, meltingpoint 128C.Esters, corresponding to intermediate 1, can be separated by chiral chromatography.

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. 23147-58-2, Glycerol aldehyde dimer, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/10749; (2006); A2;,
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Electric Literature of 27129-87-9, 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.27129-87-9, name is (3,5-Dimethylphenyl)methanol, molecular formula is C9H12O, molecular weight is 136.191, as common compound, the synthetic route is as follows.

General procedure: A glass vial fitted with magnetic stirrer and a magnetic bar containing a reaction mixture of alcohol (0.1 mmol), NH4SCN (3 eq.), catalyst (5 mol%) and 2 ml of solvent. The vial was closed with rubber septum and O2 was bubbling for 15 minutes using needles. The reaction mixture was irradiated under a 23W CFL lamp for a certain time period. Reaction progress was monitored by TLC. After, completion of the reaction, a yellow solid was formed. The reaction mixture of three vials with the same content were combined and filter it through whatman filter paper. The mixture was evaporated under reduced pressure and purified by column chromatography using hexane/ethyl acetate as eluent. Further, the reaction mixture was run on a GC-MS instrument for characterisation. Yield, conversion and selectivity were calculated using following equations.

Statistics shows that 27129-87-9 is playing an increasingly important role. we look forward to future research findings about (3,5-Dimethylphenyl)methanol.

Reference:
Article; Sheriff Shah, Sk; Pradeep Singh; Tetrahedron Letters; vol. 59; 3; (2018); p. 247 – 251;,
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Electric Literature of 79418-41-0, 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. 79418-41-0, name is 3-Amino-7-hydroxy-2H-chromen-2-one, molecular formula is C9H7NO3, 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.

3-Amino-7-hydroxy-2H-chromen-2-one (3) (0.56 g, 31 mmol) and O-(4-formylphenyl)dimethylcarbamothioate (0.65 g, 31 mmol) were dissolved in absoluteEtOH (10 mL) and refluxed for 2 h, during which time a precipitate formed.After cooling, the solid was collected and washed with an excess of hot EtOH:yellow solid, 0.85 g, 80 %. m.p. 240-242 C; 1H NMR (DMSO-d6): delta 8.59 (s, 1H, N=C-Ar), 7.94-7.92 (d, 1H, Ar-H, J = 8.6 Hz), 7.78 (s, 1H, =C-H),7.56-7.54 (d, 1H, Ar-H, J = 8.0 Hz),7.22-7.20 (d, 1H, Ar-H, J = 8.0 Hz),6.81 (dd, 1H, Ar-H, J = 8.0, 2.0 Hz),6.75(d, 1H, Ar-H, J = 2.0 Hz), 3.36(s, 3H, N(CH3)2), 3.32 (s, 3H, N(CH3)2);13C NMR (DMSO-d6):delta 39.1, 43.3, 102.3, 112.4, 114.0, 123.9, 130.0, 130.1, 132.3, 132.4, 133.8,154.0, 156.7, 158.5, 161.1, 161.8, 186.3; m/z obsd 369.0895; calcd for [M+H]+369.4143.

According to the analysis of related databases, 79418-41-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Garcia-Beltran, Olimpo; Rodriguez, Alejandra; Trujillo, Ariel; Canete, Alvaro; Aguirre, Pabla; Gallego-Quintero, Sebastian; Nunez, Marco T.; Aliaga, Margarita E.; Tetrahedron Letters; vol. 56; 42; (2015); p. 5761 – 5766;,
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Reference of 83647-43-2, Adding some certain compound to certain chemical reactions, such as: 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol,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 83647-43-2.

To a flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M trifluoroacetic acid solution of thallium trifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 minutes to ensure complete removal of TFA. To the residue was then added palladium (II) chloride (529 mg, 2.98 mmol), lithium chloride (2.53 g, 59.7 mmol), magnesium oxide (2.41 g, 59.7 mmol), and methanol (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The black solution was filtered through a Celite pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford 5-bromo-4-methyl-2-benzofuran-l(3H)-one. ?-NMR (500 MHz, CDC13) delta ppm 7.71 (d, J= 8.0 Hz, 1H), 7.58 (d, J= 8.0 Hz, 1H), 5.25 (s, 2H), 2.37 (s, 3H).

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. 83647-43-2, (3-Bromo-2-methylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; PASTERNAK, Alexander; DEJESUS, Reynalda, K.; TANG, Haifeng; PIO, Barbara; SHAHRIPOUR, Aurash; BELYK, Kevin, M.; CHOBANIAN, Harry, R.; GUO, Yan; FRIE, Jessica, L.; SHI, Zhi-Cai; CHEN, Helen; BLIZZARD, Timothy, A.; CATO, Brian; WO2013/66714; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 62058-03-1, trans-4-Aminoadamantan-1-ol, 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, 62058-03-1, blongs to alcohols-buliding-blocks compound. Quality Control of trans-4-Aminoadamantan-1-ol

General procedure: To a solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62058-03-1, its application will become more common.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
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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. 1462-03-9, name is 1-Methylcyclopentanol. A new synthetic method of this compound is introduced below., Safety of 1-Methylcyclopentanol

500 mg (3.87 mmol) of ethyl isocyanatoacetate was dissolved in 5 ml of dichloromethane. 0.05 ml of 4 N hydrochloric acid / 1,4-dioxane solution was added to the obtained solution. 465 mg (4.64 mmol) of 1-methylcyclopentanol was added to the resultant mixture, and they were stirred for 3 hours 30 minutes. 10 ml of methanol and 12 ml of 1 N aqueous sodium hydroxide solution were added thereto and they were stirred for 15 minutes. The organic solvent was evaporated under reduced pressure. After extracting with dichloromethane twice, the aqueous layer was neutralized with 1 N aqueous hydrochloric acid solution. The product was extracted with dichloromethane 3 times and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain the title compound. The product was subjected to the next reaction without any purification. Yield: 43.0 mg (0.214 mmol), 5.5 %1H-NMR (CDCl3): (Only the main peaks are shown because the product contained impurities) 1.56 (3H, s), 5.22 (1H, d).

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, 1462-03-9, 1-Methylcyclopentanol.

Reference:
Patent; Ajinomoto Co., Inc.; EP1481673; (2004); A1;,
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Synthetic Route of 1562-00-1, 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.1562-00-1, name is Sodium isethionate, molecular formula is C2H5NaO4S, molecular weight is 148.1135, as common compound, the synthetic route is as follows.

EXAMPLE 1 14.8 g Isethionic acid-Na and 150 mg NaOH and 100 ml of benzyl alcohol were reacted in a 250 ml round bottom flask with a distillation bridge and heated slowly at 180 to 200 C for about 3 hours. At this temperature, about 1.8 g of water was distilled off. (0049) The reaction product was allowed to cool, forming crystals, and then filtered under suction. The very fine precipitate was dried. 18.7 g of a white substance at 78.6 % yield was recovered. IR confirmed that the reaction product was 99% pure.

Statistics shows that 1562-00-1 is playing an increasingly important role. we look forward to future research findings about Sodium isethionate.

Reference:
Patent; GEISTLICH PHARMA AG; PFIRRMANN, Rolf W.; (16 pag.)WO2017/175177; (2017); A1;,
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