Category: alcohols-buliding-blocks

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.575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, molecular weight is 230.1401, as common compound, the synthetic route is as follows.575-03-1

General procedure: To around bottomed flask equipped with a magnetic stir bar were added, the7-hydroxycoumarin substrate (1 equiv.), acetone (25 mL/mmol of substrate), and K2CO3 (3 equiv.). The solution wasstirred for 5 minutes at room temperature followed by addition of R3-X (1 equiv.; R3 = alkyl, X = Br or OTs.). The reaction mixture was placed under anArgon atmosphere (balloon) and stirred at reflux temperature for 16 hours atwhich point complete consumption of substrate was observed by TLC in all cases. The reaction was cooled to r.t., poured intowater, and extracted with EtOAc (x 3). The combined extracts were dried over MgSO4. The solvent was removed in vacuo and theremaining residue purified via flash chromatography over silica gel using gradient elution with EtOAc and Hexanes to yield Compounds 18-28.?

Statistics shows that 575-03-1 is playing an increasingly important role. we look forward to future research findings about 7-Hydroxy-4-(trifluoromethyl)coumarin.

Reference:
Article; Farley, Conner M.; Dibwe, Dya Fita; Ueda, Jun-Ya; Hall, Eric A.; Awale, Suresh; Magolan, Jakob; Bioorganic and Medicinal Chemistry Letters; vol. 26; 5; (2016); p. 1471 – 1474;,
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105-30-6, 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. 105-30-6, name is 2-Methylpentan-1-ol, the common compound, a new synthetic route is introduced below.

2-Methyl-1-iodopentane Triphenylphosphine (1.93 g, 7.358 mmol) and imidazole (0.5 g, 7.344 mmol) were dissolved in dichloromethane (5.0 ml), and the solution was stirred for 5 minutes. Then, iodine (1.86 g, 7.328 mmol) was added thereto, and the mixture was stirred for 10 minutes. A dichloromethane (2.0 ml) solution of 2-methyl-1-pentanol (0.5 g, 5.672 mmol) was added dropwise thereto, and the mixture was stirred at room temperature for 1.5 hours. After the reaction was confirmed by TLC to be complete, the reaction solution was filtered through celite, and a 5% aqueous sodium thiosulfate solution was added to the filtrate to remove iodine. The organic layer was washed twice with saturated saline and dehydrated over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and then, the residue was purified using silica gel column chromatography (hexane) to obtain 2-methyl-1-iodopentane (0.56 g, yield: 54%).

Statistics shows that 105-30-6 is playing an increasingly important role. we look forward to future research findings about 2-Methylpentan-1-ol.

Reference:
Patent; Tohoku University; Kake Educational Institution; Abe, Takaaki; Katori, Yukio; Honkura, Yohei; Nanto, Fumika; Hayashi, Kenichiro; (77 pag.)US2019/224165; (2019); A1;,
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2854-16-2, 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. 2854-16-2, name is 1-Amino-2-methylpropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,3-difluorobenzaldehyde (10 g, 70.4 mmol) in methanol (100 mL) was added 1- amino-2-methylpropan-2-ol (6.27 g, 70.4 mmol) and NaOH (7.04 mL, 7.04 mmol). It was stirred under nitrogen atmosphere for 1 h, and then NaBH4 (1.065 g, 28.1 mmol) was added portion wise over 10 min. The reaction was stirred at ambient temperature for 24 h. The crude product was purified by silica gel chromatography. The fractions were concentrated to give the title compound (10 g, 44.0 mmol, 62.5 percent yield) as an off-white solid. LC-MS: m/z: 216.13(M+H)+, 1.915min (ret. time).

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 2854-16-2, 1-Amino-2-methylpropan-2-ol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; BOEHM, Jeffrey Charles; CALLAHAN, James Francis; HEIGHTMAN, Thomas Daniel; KERNS, Jeffrey K.; WOOLFORD, Alison Jo-Anne; YAN, Hongxing; (252 pag.)WO2018/104766; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4415-82-1, Cyclobutylmethanol, 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, 4415-82-1, blongs to alcohols-buliding-blocks compound. 4415-82-1

Synthesis of 4-Cyclobutylmethoxy-1 H-indole-2-carboxylic acid (16a):(1) Step A: 4-Cyclobutylmethoxy-1 H-indole-2-carboxylic acid ethyl ester (15a); DEAD (2.1 ml, 13.65 mmol) is slowly added to a solution of 4-hydroxy-1 H-indole-2-carboxylic acid ethyl ester (2 g, 9.75 mmol), triphenylphosphine (3.58 g, 13.65 mmol) and cyclobutyl- methanol (1.25 ml, 12.26 mmol) in 20 ml of THF, so that the temperature always remains beiow 3O0C. Stirring is continued for 2 hours and the solvent is then evaporated. The crude residue is purified by chromatography (cyclohexane: EtOAc / 95:5).MS (ESI): 274.2 [M+H]+, 1 H-NMR (CDCI3): delta (ppm) 8.83 (s, 1 H), 7.35 (s, 1 H)1 7.21 (t, 1 H), 6.98 (d, 1 H), 6.49 (d, 1 H), 4.4 (q, 2H), 4.07 (d, 2H), 2.85 (m, 1 H), 2.17 (m, 2H), 1.95 (m, 4H), 1.42 (t, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 4415-82-1.

Reference:
Patent; NOVARTIS AG; WO2008/101905; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 647-42-7, 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-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, 647-42-7, blongs to alcohols-buliding-blocks compound. 647-42-7

General procedure: A dry flask was charged with THF (9 mL), NaOH pellets (0.48 g, 12 mmol), and perfluorohexylethanol or perfluoroheptylmethanol (3 mmol). The flask was immersed in an ice-bath and the contents stirred for 10 min. Propargyl bromide (0.54 g, 4.5 mmol) was added dropwise and the reaction mixture stirred and gradually allowed to warm to r.t. over 24 h. The reaction mixture was poured into Et2O (20 mL) and water (50 mL), the layers separated and the aqueous layer extracted with more Et2O (3 ¡Á 20 mL). The combined organic extracts were washed with 10% HCl soln. followed by sat. aq. NaHCO3 and brine, and then dried over Na2SO4. Column chromatography (silica gel, Et2O/LP, 10:90) followed by Kulgelrohr distillation gave the desired products.

With the rapid development of chemical substances, we look forward to future research findings about 647-42-7.

Reference:
Article; Francis, Dominic V.; Miles, D. Howard; Mohammed, Adnan I.; Read, Roger W.; Wang, Xiaobei; Journal of Fluorine Chemistry; vol. 132; 11; (2011); p. 898 – 906;,
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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. 64431-96-5, name is 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol). A new synthetic method of this compound is introduced below., 64431-96-5

As shown in Scheme 8, reaction of 2 equivalents of TPO chloride (2) with Bis-tris propane (8) in the presence of K2C03 in acetonitrile under reflux gives water soluble photo initiator VIII.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64431-96-5, 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol), and friends who are interested can also refer to it.

Reference:
Patent; HEWLETT-PACKARD DEVELOPMENT COMPANY, L.P.; ZHOU, Zhang-Lin; (44 pag.)WO2018/143928; (2018); A1;,
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456-47-3, 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 456-47-3, name is 3-Fluorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: NaH (60% in mineral oil, 0.04 g, 1 mmol) was added to a stirredsolution of the appropriate benzyl alcohol derivative (1 mmol) inanhydrous DMF (3 mL) at room temperature and stirring wascontinued for 1 h. Commercially available 2-amino-3-chloropyrazine (0.13 g, 1 mmol) was added to the reactionmixture which was further stirred at 100 C for 15 h. After cooling,the solvent was evaporated and the residue was partitioned betweenwater and dichloromethane. The organic layer was driedover anhydrous Na2SO4, filtered, and concentrated. The residuewaspurified by flash column chromatography (SiO2, EA/n-Hex 1/5).

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 456-47-3, 3-Fluorobenzyl alcohol.

Reference:
Article; Elkamhawy, Ahmed; Park, Jung-eun; Hassan, Ahmed H.E.; Pae, Ae Nim; Lee, Jiyoun; Paik, Sora; Park, Beoung-Geon; Roh, Eun Joo; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 268 – 278;,
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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 115-20-8 as follows., 115-20-8

General procedure: A typical procedure was as follows. Vinyl acetate (5.0mmol), benzyl alcohol (1.0mmol), and solvent (2.0mL) were added to a glass ampoule which had been degassed and filled with nitrogen. A solution of TBZL (0.1mmol) in THF was added under a nitrogen atmosphere to the ampoule placed in a constant-temperature bath. Then the mixture was kept at 25 or 0C and stirred. After a prescribed period, the mixture was diluted with CDCl3 and transformed in a NMR tube. Conversion of the reaction was determined by 1H NMR at 400MHz.

The chemical industry reduces the impact on the environment during synthesis 115-20-8, I believe this compound will play a more active role in future production and life.

Reference:
Article; Oshimura, Miyuki; Oda, Yuki; Kondoh, Keita; Hirano, Tomohiro; Ute, Koichi; Tetrahedron Letters; vol. 57; 19; (2016); p. 2070 – 2073;,
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A common compound: 395-23-3, name is Phenyl(4-(trifluoromethyl)phenyl)methanol,molecular formula is C14H11F3O, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 395-23-3

The aerobic oxidation proceeded in a 50 mL round bottom with amagnetic stirring bar in it. In the 1st step, certain amount of NHPI andAIBN were mixed with certain amount of cyclohexanone and benzhydrol(6 mmol, 1.1 g) in AcOEt (3 mL), the flask was purged with pureoxygen for three times by a membrane pump, after which it was heatedto 75 C by oil bath for 22 h. In the 2nd step, the temperature of reactionsolution was lowered to 45 C and certain amount of CAN and HFIP(20 g, 12.5 mL) were added and stirred under oxygen for 10 h. Thereaction was analyzed by a Shimadzu gas chromatography instrument(GC-2010) which was equipped with a capillary column (HP-1, 30mlength, 0.25mm diameter, 0.25 mum film) and a FID detector. Biphenylwas used as the internal standard compound. GC-MS tests were conductedwith a Shimadzu GCMS-QP2010 instrument.

With the rapid development of chemical substances, we look forward to future research findings about 395-23-3.

Reference:
Article; Du, Renfeng; Li, Haoran; Wang, Yongtao; Yao, Jia; Yuan, Haoran; Zhao, Chenxuan; vol. 490; (2020);,
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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.355-80-6, name is 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol, molecular formula is C5H4F8O, molecular weight is 232.0719, as common compound, the synthetic route is as follows.355-80-6

General procedure: To 100 mg compound 2 (0.54 mmol) suspended in 5 mL CH2Cl2 was added 0.5 mL oxalyl chloride (0.27 mmol) slowly. The mixturewas reacted under room temperature for 1 h. Solvent was distilled under reduced pressure, residue dissolved in 2 mL CH2Cl2 and dropwised to a mixture containing 0.6 mmol relevant ROH, 1.8 mmol triethylamine and 5 mL CH2Cl2. The mixture was reacted underroom temperature and monitored by TLC to the end of reaction, solvent distilled, residue recrystallization from ethyl acetate and hexane affords target compounds.

Statistics shows that 355-80-6 is playing an increasingly important role. we look forward to future research findings about 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol.

Reference:
Article; Du, Qing-Shan; Shi, Yan-Xia; Li, Peng-Fei; Zhao, Zhen-Jiang; Zhu, Wei-Ping; Qian, Xu-Hong; Li, Bao-Ju; Xu, Yu-Fang; Chinese Chemical Letters; vol. 24; 11; (2013); p. 967 – 969;,
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