Author: tianli

Related Products of 627-30-5, 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. 627-30-5, name is 3-Chloropropan-1-ol. A new synthetic method of this compound is introduced below.

Example 13a) [(3-Chloropropoxy)methyl]benzene; 250 ml of dichloromethane, 85 ml (0.71 mol) of benzylbromide and 10 g (0.03 mol) of tetrabutylammonium hydrogen sulfate are added to 50 ml (0.60 mol) of 3-chloro-l-propanol. A solution of sodium hydroxide (150 g, 3.75 mol) in 150 ml of water is added to the mixture under stirring. The mixture refluxed for 22 hours. After cooling down the mixture is diluted with water (100 ml), the layers are separated and the aqueous phase is shaken with dichloromethane (lx 200 ml). The organic fractions are washed with water (lx 200 ml) and subsequently dried with anhydrous sodium sulfate. The solvent is evaporated and the residue is distilled at a reduced pressure. 98.5 g (0.53 mol) of a colourless liquid are obtained, boiling point 75-82 C (26.64 Pa).-NMR (CDC13) Patent; ZENTIVA, K.S.; VLASAKOVA, Ruzena; HAJICEK, Josef; SLAVIKOVA, Marketa; WO2012/62229; (2012); A1;,
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Electric Literature of 133803-81-3 ,Some common heterocyclic compound, 133803-81-3, molecular formula is C11H22O5, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of tert- butyl 3-[2-(2-hydroxyethoxy)ethoxy]propanoate (350 mg, 1.49 mmol) in DCM (15 ml) was added TEA (0.62 ml, 4.48 mmol), then the reaction mixture was cooled to 0 C (water ice/acetone bath) and Mesyl chloride (0.14 ml, 1.79 mmol) was added dropwise. The reaction mixture was stirred for 1 h at room temperature. By TLC no starting material (Hex:AcOEt, 3:7). Reaction mixture was poured into an aqueous solution of NaHC03 (20 mL) and product extracted with DCM (20mL, 2x), the organic extracts were combined, dried (Na2S04), and evaporated under vacuum. The crude product (mesylate) was used in the next step without any further purification (>95% pure by NMR): 1H NMR (500 MHz, Chloroform-d) delta 4.44 – 4.28 (m, 2H), 3.76 (dd, J = 5.2, 3.8 Hz, 2H), 3.70 (t, J = 6.4 Hz, 2H), 3.68 – 3.57 (m, 4H), 3.07 (s, 3H), 2.49 (t, J = 6.4 Hz, 2H), 1.45 (s, 9H). [00400] Crude mixture from previous step was diluted in Acetonitrile (5 ml) and Nal (335.88 mg, 2.24 mmol) was added, the reaction mixture was stirred at 70 C for 12 h (overnight). By TLC no starting material (Hex:AcOEt, 7:3), the reaction was poured into an aqueous solution of Na2S203 (10%, 50 mL) and product was extracted with DCM (2×50 mL). Organic extracts were combined, dried (Na2S04) and evaporated under vacuum. Crude product was purified by flash chromatography (SiO2-40g, grad. Hex:AcOEt, 2 to 40% in 15 min), to give 413 mg of product as an oil (80% yield). 1H NMR (500 MHz, Chloroform-d) delta 3.73 (dt, J = 13.5, 6.6 Hz, 4H), 3.68 – 3.54 (m, 4H), 3.24 (t, J = 6.9 Hz, 2H), 2.50 (t, J = 6.5 Hz, 2H), 1.44 (s, 9H). 13C NMR (151 MHz, cdcl3) delta 171.00, 80.69, 72.11, 70.50, 70.27, 67.09, 36.39, 28.25, 3.02. LC- MS ESI); m/z: [M+Na]+ Calcd. for CnH2iI04Na, 367.0382. Found 367.0943.

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. 133803-81-3, tert-Butyl 3-(2-(2-hydroxyethoxy)ethoxy)propanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARVINAS, INC.; YALE UNIVERSITY; CREW, Andrew P.; DONG, Hanqing; WANG, Jing; CREWS, Craig M.; JAIME-FIGUEROA, Saul; (496 pag.)WO2018/226542; (2018); A1;,
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Synthetic Route of 15852-73-0, 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. 15852-73-0, name is (3-Bromophenyl)methanol, molecular formula is C7H7BrO, 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.

General procedure: In a typical reaction procedure, bromobenzene (0.4 mmol),4-methylbenzeneboronic acid (0.1 mmol), Pd1Ni4/ZrO2 alloy catalyst and Na2CO3 (1 equiv.) were added into a reactor (10 mL) equipped with a magnetic stirrer and EtOH (2 mL) was added as the solvent. The reaction mixture was stirred at 80 °C under an N2 atmosphere for 4 h. After reaction, the catalyst was separated by simple filtration and the solution was analysed by GC and GC?MS. For isolation of the products, the solvent was removed under reduced pressure. The residue was purified by flash chromatography on a silica column, using ethylacetate and n-hexane as the eluent. The NMR data for the products agreed with the literature

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 15852-73-0, (3-Bromophenyl)methanol.

Reference:
Article; Zhang, Li-Jie; Yao, Xian; Sun, Ying-xin; Zhang, Jia-wei; Cai, Chun; Journal of Chemical Research; vol. 42; 8; (2018); p. 419 – 423;,
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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. 28539-02-8, name is 1-(Hydroxymethyl)benzotriazole, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

Example 439; 1-({trans-4-[({4-[2-(Difluoromethyl)-1H-benzimidazol-1-yl]-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl} amino)methyl]cyclohexyl}amino)-2-methylpropan-2-ol (100 mg) was dissolved in ethanol (2 mL), and triethylamine (31 mul) and 1H-benzotriazal-1-ylmethanol (82 mg) were added thereto, followed by stirring at room temperature for 2 hours. To the reaction mixture was added lithium borohydride (4.8 mg), followed by further stirring at room temperature for 1 hour. Water (10mL) was added thereto, followed by extraction with ethyl acetate (15 mL) and washing with saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by amino silica gel column chromatography (hexane:ethyl acetate=70:30) to obtain 4-[2-(difluoromethyl)-1H-benzimidazol-1-yl]-N-{[trans-4-(5,5-dimethyl-1,3-oxazolidin-3-yl)cyclohexyl]methyl}-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-amine (68 mg) as a white powder.

The synthetic route of 28539-02-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astellas Pharma Inc.; EP2397479; (2011); A1;,
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Synthetic Route of 83647-43-2, 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 83647-43-2 as follows.

2-methyl-3-bromobenzyl alcohol (7 g, 34 mmol) was added to 120 mL of acetonitrile,NBS (6.8 g, 38 mmoL) was added at room temperature,The reaction was stirred at room temperature for 3 h,The solvent was removed by concentration under reduced pressure.To the residue was added 150 mL of dichloromethane,Stir,filter,The filtrate was concentrated under reduced pressure.The crude product was obtained by silica gel column chromatography (PE / EA = 85/15) to obtain 7.3 g (yield: 76.5%) of 2-methyl-3,6-dibromobenzyl alcohol;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83647-43-2, its application will become more common.

Reference:
Patent; Chengdu Na Sheng Technology Co., Ltd.; Yan Gexin; Zhang Hui; Zhou Lihong; (15 pag.)CN106432214; (2017); A;,
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Application of 68327-04-8, 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. 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, molecular formula is C5H12ClNO, 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.

Example 119Synthesis of (1S,2S)-2-(3-flupsilonorophenethylamino)cyclopentanol (XIII-I) trans-(1S, 2S)-2-Aminocyclopentanol hydrochloride (1.51 g, 0.011 mol) and triethylamine (Et3N, 1.32 g, 1.81 g, 0.013 mol), 3 A molecular sieves (3 g) were dissolved in dry DCE (30 mL). The mixture was stirred at room temperature under a N2 atmosphere for 10 min. NaBH(OAc)3 (2.76 g, 0.013 mol) and 1-4 (1.38 g, 0.01 mol) was then added, and the reaction mixture was stirred at room temperature under a N2 atmosphere overnight. NaOH (1 M, 20 mL) was then added, and the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (20 mL x 2). The combined organic layers were washed with 1 M NaOH (20 mL) and H2O (20 mL), and then dried over Na2SO4. The solvent was concentrated in vacuo. The residue was purified by column chromatography (silica gel, CH2Cl2 : MeOH = 9.5 : 0.5) to afford a pale-yellow oil (1.38 g, 62%)

According to the analysis of related databases, 68327-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NORTHWESTERN UNIVERSITY; SILVERMAN, Richard, B.; JI, Haitao; LAWTON, Graham, R.; WO2008/42353; (2008); A1;,
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Electric Literature of 455-01-6, 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.455-01-6, name is 2-(3-(Trifluoromethyl)phenyl)ethanol, molecular formula is C9H9F3O, molecular weight is 190.1624, as common compound, the synthetic route is as follows.

General procedure: To a mixture of caffeic acid fine powder (1.0 g, 5.56 mmol, 1.0 equiv.),alcohol (5.56 mmol, 1.0 equiv.) in nitromethane (125 mL) was addedytterbium triflate (34.4 mg, 0.056 mmol, 0.01 equiv.). After 5 min inan ultrasonic bath the mixture without protective gas was stirred ona 120 C oil bath for a given time. The reaction mixture was cooled toroom temperature, washed with deionised water (30 mL), 2% NaHCO3(30 mL) and brine, dried over anhydrous Na2SO4 and evaporated underreduced pressure to give the crude product, which was purified on asilica gel column to give the compounds 1-5 and 8-30.

The chemical industry reduces the impact on the environment during synthesis 455-01-6, I believe this compound will play a more active role in future production and life.

Reference:
Article; Xie, Dongsheng; Yang, Fengzhi; Xie, Jin; Zhang, Man; Liu, Wenlu; Fu, Lei; Journal of Chemical Research; vol. 38; 11; (2014); p. 695 – 700;,
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Application of 2568-33-4, 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. 2568-33-4, name is 3-Methylbutane-1,3-diol. A new synthetic method of this compound is introduced below.

Step 1. Toluene-4-sulfonic acid 3-hydroxy-3-methyl-butyl ester 3-Methyl-1,3-butanediol (1.5 mL, 14.06 mmol) is suspended in dry dichloromethane (5 mL) and pyridine (1.24 mL, 15.46 mmol) is added followed by 4-toluenesulfonyl chloride (2.68 g, 14.06 mmol). The mixture is stirred overnight then washed with 1M aqueous hydrochloric acid, dried and the solvent removed under vacuum. The residue is purified by flash chromatography (0-30% ethyl acetate in cyclohexane) to give the title compound. (Yield 970 mg). LC (LC METHOD 4): tR=5.67 min; Mass spectrum (ES+): m/z=258 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2568-33-4, 3-Methylbutane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HAMPRECHT, Dieter; FRATTINI, Sara; LINGARD, Iain; PETERS, Stefan; US2013/324514; (2013); A1;,
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Reference of 41175-50-2, 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. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, 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 15.0 mL anhydrous DMF was added dropwise POCl3 (0.9 mL, 9.2 mmol) under an atmosphere of argon at 0 C. The mixture was stirred at 0 C for 1h. A solution of compound 7 (1.6 g, 7.6 mmol) in anhydrous DMF (5.0 mL) was added in portions and then the reaction was allowed to be stirred at 0 C to room temperature for 32 h. Saturated salt solution (25 mL) was added and the reaction mixture extracted with EA. The organic layer was dried over Na2SO4, filtered and evaporated under reduced pressure. The crude product was purified by column chromatography (PE:EA, 10:1) as a brown powder compound 8 (1.3 g, yield: 78.8%). 1H NMR (400 MHz, CDCl3), delta ppm: 9.42 (s, 1H), 7.30 (s, 1H), 6.89 (s, 1H), 3.33-3.32 (m, 4H), 2.72 (s, 4H), 1.98 (s, 4H); HRMS (ESI) calcd. for C13H16N1O2 [M+H]+: 218.1776, found 218.1208.

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 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol.

Reference:
Article; Afzal, Muhammad Wasim; Chen, Xi; Gao, Ying; Guo, Yuan; James, Tony D.; Tang, Haoyang; Teng, Hao; Tian, Jingye; Zhang, Yanhui; Chinese Chemical Letters; (2020);,
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Adding a certain compound to certain chemical reactions, such as: 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)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, 756520-66-8, blongs to alcohols-buliding-blocks compound. Recommanded Product: 1-(2,6-Dichloro-3-fluorophenyl)ethanol

General procedure: 1-(2-chloro-5-fluorophenyl)ethan-1-ol (2.200 g, 12.6 mmol),triphenylphosphine (3.976 g, 15.1 mmol) and 5-bromo-2-nitropyridin-3-ol(2.755 g, 12.6 mmol) was dissolved in anhydrous THF(20 mL) and stirred for 30 minutes in an ice bath. The diisopropylazodiformate (3.057 g, 15.1 mmol) was added to the reaction solutionslowly at 0 oC and the mixture was stirred for4 h at room temperature. Then, the solution was concentrated with a rotaryevaporator. The crude product was purified by silica gelchromatography (petroleum ether/ethyl aceate = 100: 1, v/v) to obtain the titleproduct as white solid (4.232 g, 89.5 %).

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:
Article; Wang, Wanqi; Diao, Yanyan; Li, Wenjie; Luo, Yating; Yang, Tingyuan; Zhao, Yuyu; Qi, TianTian; Xu, Fangling; Ma, Xiangyu; Ge, Huan; Liang, Yingfan; Zhao, Zhenjiang; Liang, Xin; Wang, Rui; Zhu, Lili; Li, Honglin; Xu, Yufang; Bioorganic and Medicinal Chemistry Letters; vol. 29; 12; (2019); p. 1507 – 1513;,
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