Tag: M.W=100-200

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. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol), the common compound, a new synthetic route is introduced below. name: 2,2′-Oxybis(ethan-1-ol)

To a solution of 2,2′-oxydiethanol (19.7 mL, 206.7 mmol, 3.0 eq.) in anhydrous THF (100 mL) was added sodium (0.1 g). The mixture was stirred until Na disappeared and then tert-butyl acrylate (10.0 mL, 68.9 mmol, 1.0 eq.) was added dropwise. The mixture was stirred overnight, and brine (200 mL) was added and extracted with EtOAc (3 × 100 mL). The organic layers were washed with brine (3 × 300 mL), dried over anhydrous Na2SO4, filtered, concentrated and purified by SiO2 column chromatography (1:1 hexanes/ EtOAc) to give to a colorless oil (8.10 g, 49.4% yield). MS ESI m/z calcd for C11H23O5 [M +H]+ 235.1467, found 235.1667.

The synthetic route of 111-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUZHOU M-CONJ BIOTECH CO., LTD.; HANGZHOU DAC BIOTECH CO, LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; GAI, Shun; ZHAO, Linyao; YE, Hangbo; GUO, Huihui; TONG, qianqian; CAO, Minjun; JIA, Junxiang; YANG, Chengyu; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; LIN, Chen; GUO, Zhixiang; YE, Zhicang; (246 pag.)WO2016/59622; (2016); A2;,
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Reference of 15852-73-0, 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.15852-73-0, name is (3-Bromophenyl)methanol, molecular formula is C7H7BrO, molecular weight is 187.03, as common compound, the synthetic route is as follows.

General procedure: To a suspension of polymer-bound triphenylphosphine (1.2 mmol) in anhydrous acetonitrile (10 mL) were added iodine (1 mmol) and 1,6-hexanediol diol (1mmol). The reaction mixture was irradiated in microwave reactor at 120 °C for 3 min. The reaction mixture was filtered over a filter paper and washed with chloroform.The filtrate was extracted with aqueous sodium thiosulfate solution and dried with anhydrous sodium sulfate.The reafter, solvent was removed under reduced pressure to obtain 6-iodohexan-1-ol (30) in 93percent

The chemical industry reduces the impact on the environment during synthesis 15852-73-0, I believe this compound will play a more active role in future production and life.

Reference:
Article; Das, Diparjun; Chanda, Tridib; Rokhum, Lalthazuala; Acta Chimica Slovenica; vol. 62; 4; (2015); p. 775 – 783;,
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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. 20603-00-3, name is 2-(Azepan-1-yl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

General procedure: Method 2: To obtain target 3, alcohol 1 (1.25 mL, 9.30 mmol) was reacted with 2 (1 g, 9.30 mmol) in the presence of KOH (2.5 equiv, 1.30 g) in DMF (20 mL/g). The reaction mixture was allowed to stir overnight at room temperature. After completion, the crude reaction mixture was dissolved in H2O and extracted with Et2O. The product was then extracted into 6 M HCl from Et2O. The solution was basified to pH 12-13 with 5 M NaOH (aq) and extract with Et2O. The combined organic layers were washed with brine solution and dried over Na2SO4. After removal of the solvent under reduced pressure, the crude product was purified by column chromatography (silica gel, 5% CHCl3/MeOH/1% NH4OH) followed by formation of oxalate salt from ether.

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, 20603-00-3, 2-(Azepan-1-yl)ethanol.

Reference:
Article; Stavitskaya, Lidiya; Shim, Jihyun; Healy, Jason R.; Matsumoto, Rae R.; MacKerell Jr., Alexander D.; Coop, Andrew; Bioorganic and Medicinal Chemistry; vol. 20; 14; (2012); p. 4556 – 4563;,
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Reference of 702-82-9 ,Some common heterocyclic compound, 702-82-9, molecular formula is C10H17NO, 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.

EXAMPLE 4; This example illustrates the synthesis of the compound of formula (II) in accordance with an embodiment of the invention.Synthesis of (2S,2’S)-1,1′-[[(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)imino]bis(1-oxo-2,1-ethanediyl)]di(2-pyrrolidinecarbonitrile). A 50 mL round bottom flask with magnetic stirring was charged with THF (15 mL), powdered K2CO3 (3.3 g, 24 mmol), 3-amino-1-adamantanol (1 g, 6 mmol), 1-chloroacetyl-2-cyanopyrrolidine (2.6 g, 15 mmol) and KI (50 mg, 0.3 mmol). The resulting slurry was heated to reflux for 5 hours. The suspension was cooled down, filtered at room temperature and the solids washed with 5 mL of THF. Solvents were distilled off under vacuum and the resulting crude was recrystallized in 15 mL of isopropanol to obtain 1.9 g of the compound of formula II (72% yield): mp 181-183 C.; IR (KBr) 3420, 2920, 2906, 2880, 2851, 2239, 1650 1450, 1424, 1403, 1311, 1003 cm-1; 1H-NMR (DMSO-d6) 1.30-1.67 (m, 12H), 1.75-2.36 (m, 10H), 3.10-3.29 (m, 1.3H), 3.38-3.84 (m, 6.7H), 4.40-4.51 (m, 1H), 4.57-4.70 (m, 1.5H), 5.95-6.07 (m, 0.4H); 13C-NMR (DMSO-d6, 80 C.) 24.4, 28.9, 29.9, 34.5, 37.8, 43.9, 45.3, 45.9, 46.8, 49.9, 57.5, 67.5, 118.8, 170.0; MS (ESI+) 440 (M++1); [alpha]D25=111 (c 1.0, MeOH).

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. 702-82-9, 3-Aminoadamantan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Medichem, S.A.; US2008/167479; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 35364-79-5, 2-(3,4-Dichlorophenyl)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, Computed Properties of C8H8Cl2O, blongs to alcohols-buliding-blocks compound. Computed Properties of C8H8Cl2O

(iv) To NaH (6.00 g, 0.2 mol, 80% dispersion in oil) in anhydrous ethylene glycol dimethyl ether (200 mL) was added a solution of 3,4-dichlorophenethyl alcohol (38.87 g, 0.2 mol) in anhydrous ethylene glycol dimethyl ether (100 mL). The resulting mixture was stirred for 3 hours at ambient temperature under argon atmosphere.(v) The mesylate (ii) in anhydrous ethylene glycol dimethyl ether (100 mL) was added quickly to the alkoxide (iv) and the resulting reaction mixture was readily refluxed for 16 hours. To the cooled reaction mixture was added water (200 mL) and the organic solvent was evaporated in vacuo. The resulting aqueous solution was further diluted with water (200 mL) and the pH was adjusted to pH 1.5 with 10% HCl aqueous solution. The acidic aqueous layer was extracted with diethyl ether (500 mL) to eliminate the unreacted 3,4-dichlorophenethyl alcohol. Further basification of the aqueous layer with 5M NaOH aqueous solution to pH 5.7 followed by extraction with diethyl ether provided the crude title compound contaminated with some remaining mesylate (ii). The solvent of the organic extract at pH 5.7 was evaporated in vacuo, the residue was then refluxed in a mixture of ethanol-water (1:1, v/v, 200 mL) in the presence of sodium hydride (4.12 g, 0.1 mol) for 2 hours in order to hydrolyzed the remaining mesylate. The cooled reaction mixture was diluted with water (300 mL) and the organic solvent was evaporated in vacuo. The pH of the residual aqueous solution was adjusted to pH 5.7 with 6M HCl aqueous solution followed by extraction with diethyl ether (700 mL). The organic extract was concentrated in vacuo to yield the pure aminoether. The residual product was then partitioned between 1M HCl aqueous solution (300 mL) and dichloromethane (300 mL). The acidic aqueous solution was extracted twice more with dichloromethane (2 x 300 mL). The combined organic layers were dried over sodium sulfate, the solvent was evaporated in vacuo and the residue was recrystallized from a mixture of ethanol-hexanes (3:7, v/v, 700 mL) to yield 49.3 g of the title compound, having the elemental analysis indicated in Table 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35364-79-5, 2-(3,4-Dichlorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Nortran Pharmaceuticals Inc.; EP1087934; (2004); B1;,
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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. 60211-57-6, name is 3,5-Dichlorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3,5-Dichlorobenzyl alcohol

Example C Preparation of 3,5-dichlorophenylacetic acid To a solution of 3.5 g of 3,5-dichlorobenzyl alcohol (Aldrich) in 75 mL of dichloromethane at 0C was added 1.8 mL of methane sulfonylchloride followed by 3.5 mL of triethylamine added dropwise. After 2 hours the solution was diluted to 150 mL with dichloromethane, washed with 3N HCl, saturated aqueous NaHCO3 dried with Na2SO4 and the solvents removed to yield the desired 3,5-dichlorobenzyl methanesulfonate as a yellow oil that was used without purification.

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, 60211-57-6, 3,5-Dichlorobenzyl alcohol.

Reference:
Patent; Elan Pharmaceuticals, Inc.; ELI LILLY AND COMPANY; EP951464; (2005); B1;,
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Synthetic Route of 558-42-9, Adding some certain compound to certain chemical reactions, such as: 558-42-9, name is 1-Chloro-2-methyl-2-propanol,molecular formula is C4H9ClO, 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 558-42-9.

EXAMPLE 102 1-(4-{5-[4-(3,4-Dichloro-phenyl)-1H-imidazol-2-yl]-pyridin-2-yl}-piperazin-1-yl)-2-methyl-propan-2-ol: (Reference: Ind. Acad. Sci. 1939, 49,101-4.) A solution of 1-{5-[4-(3,4-dichloro-phenyl)-1H-imidazol-2-yl]-pyridin-2-yl}-piperazine (155 mg, 0.41 mmol), sodium carbonate (66 mg, 0.62 mmol, 1.5 equiv) and 1-chloro-2-methyl-propan-2-ol (51 mul, 53 mg, 0.50 mmol, 1.2 equiv) in 50percent aqueous ethanol (20 ml) under nitrogen atmosphere was heated at reflux overnight. The reaction mixture was then diluted with brine and extracted with ethyl acetate (3*25 ml). The combined organic phases were dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. Purification of the residue by flash column chromatography (50percent THF/0.5percent ammonium hydroxide/hexanes) provided the desired product (100 mg, 54percent). MS m/z 446 (M++1).

According to the analysis of related databases, 558-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Elliott, Richard L.; Hank, Richard F.; Hammond, Marlys; US2001/39277; (2001); A1;,
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Related Products of 2240-88-2, 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 2240-88-2 as follows.

b) Methyl 4-(benzyloxy)-3-(3,3,3-trifluoropropoxy)benzoateDiisopropyl azodicarboxylate (0.372 mL, 1.89 mmol) and triphenylphosphine (0.489 g, 1.86 mmol) were added to a solution of methyl 4-(benzyloxy)-3-hydroxybenzoate (0.355 g, 1.37 mmol) in tetrahydrofuran (20 mL) and the resulting reaction mixture was stirred for 55 min at room temperature. 3,3,3-Trifluoro-l-propanol (0.121 mL, 1.37 mmol) was added and the reaction mixture was stirred over night. The solvent was evaporated. Purification by column chromatography, using heptane/ethyl acetate (6:1) as the eluent, gave 0.162 g (33percent yield) of the title compound. GC MS (EI) m/z 354 [M]+*.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2240-88-2, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; BYLUND, Johan; EK, Maria, E; HOLENZ, Joerg; KERS, Annika; OeHBERG, Liselotte; WO2010/132016; (2010); A1;,
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Related Products of 29683-23-6, 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. 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol, molecular formula is C5H10OS, 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.

Phosphorus tribromide (3.9 g, 14 mmol) was added dropwise in 30 min to a solution of alcohol 5 (3.73 g, 32 mmol) in CH2Cl2 (50 mL) at ambient temperature. Upon completion of the addition, the reaction mixture was slowly heated to the boiling point and stirred overnight. After cooling to room temperature the mixture was quenched with water and extracted with diethyl ether (2 × 100 mL). The organic phase was washed with a saturated solution of NaHCO3, dried over anhydrous MgSO4 and evaporated to yield 3.37 g (19 mmol, 59%) of a yellow oil. deltaH (CDCl3) 4.32 (m, 1H, CHBr), 2.90 (m, 2H, SCH2), 2.55 (m, 2H, SCH2), 2.38 (m, 2H, SCH2CH2), 2.23 (m, 2H, SCH2CH2). deltaC (CDCl3) 45.3 (CBr), 36.9 (SCC), 26.9 (SC).

According to the analysis of related databases, 29683-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Van Walree, Cornelis A.; Lutz, Martin; Spek, Anthony L.; Jenneskens, Leonardus W.; Havenith, Remco W.A.; Journal of Molecular Structure; vol. 1036; (2013); p. 115 – 120;,
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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 403-41-8, name is 1-(4-Fluorophenyl)ethyl Alcohol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

To a solution of 1-(4-fluorophenyl)ethanol (200 mg, 0.0014 mol, commercial source: Aochem) in dichloromethane (4 mL), triethylamine (0.4 mL, 0.0029 mol, commercial source: Finar) and mesyl chloride (0.16 mL, 0.0021 mol, commercial source: Avra) were added at 0 C. The reaction mixture was stirred at 26 C for 16 h. Upon completion, dichloromethane (60 mL) and water (10 mL) were added. The organic layer was dried over anhydrous Na2S04, filtered and the filtrate was concentrated under reduced pressure to afford crude 1-(4-fluorophenyl)ethyl methanesulfonate (300 mg) as a pale tellow liquid that was used in the next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 403-41-8.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ALEMPARTE-GALLARDO, Carlos; ENCINAS, Lourdes; ESQUIVIAS PROVENCIO, Jorge; (206 pag.)WO2019/34729; (2019); A1;,
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