Category: alcohols-buliding-blocks

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. 1124-63-6, name is 3-Cyclohexylpropan-1-ol. A new synthetic method of this compound is introduced below., COA of Formula: C9H18O

General procedure: DMSO (14.0 mmol) was added dropwise to a stirred solution of oxalyl chloride (5.0 mmol) in DCM (20.0 mL) at -78 C and the resulting reaction mixture was stirred for 20 min at this temperature. Then 3-cyclohexyl-propanol or 3-pyridinepropanol (4.0 mmol) was added dropwise and stirred for 1 h followed by the addition of Et3N (1.0 mL). The reaction was gradually brought to room temperature and H2O was added. The separated DCM phase was washed with brine and purified by flash chromatography (Hexane/ethyl acetate (EtOAc) = 10/1) to give a colorless oil.

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, 1124-63-6, 3-Cyclohexylpropan-1-ol.

Reference:
Article; Liu, Kai; Rao, Wei; Parikh, Hardik; Li, Qianbin; Guo, Tai L.; Grant, Steven; Kellogg, Glen E.; Zhang, Shijun; European Journal of Medicinal Chemistry; vol. 47; 1; (2012); p. 125 – 137;,
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Adding a certain compound to certain chemical reactions, such as: 105-30-6, 2-Methylpentan-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, 105-30-6, blongs to alcohols-buliding-blocks compound. Product Details of 105-30-6

General procedure: Isonicotinic acid (1a) or nicotinic acid (1b, 3.08 g, 0.025 mol) and thionyl chloride (20.5 g, 0.17mol, 12.5mL) were stirred at reflux for 2 h (the end of SO2 evolution). Excess of thionyl chloride was distilled off under normal pressure, and then under reduced pressure. To the residue (white precipitate) methylene chloride (50mL) was added. The solution of the appropriate 2-metylalkyl alcohol (0.025mol) in methylene chloride (10 mL) was added dropwise. The reaction was stirred for 2 h at reflux to complete the evolution of hydrogen chloride. The reaction mixture was adjusted to pH 12 with aqueous potassium carbonate. After layers were separated, the organic layer was dried over anhydrous calcium chloride. Evaporation of the solvent gave a crude product. Purity of 4a, 4b, 5a, 5b was satisfactory (TLC). 4c, 4d, 5c, 5d were purified by column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,105-30-6, its application will become more common.

Reference:
Article; Huras, Bogumi?a; Zakrzewski, Jerzy; Krawczyk, Maria; Bombi?ska, Danuta; Cieniecka-Ros?onkiewicz, Anna; Michalczyk, Alicja; Medicinal Chemistry Research; vol. 26; 3; (2017); p. 509 – 517;,
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Related Products of 1334674-88-2, 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. 1334674-88-2, name is (2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)methanol. A new synthetic method of this compound is introduced below.

Step 3A stock solution of Jones reagent (2.67 M) was prepared by carefully adding concentrated H2SO4 (2.3 mL) to CrC”3 (2.67 g) then diluting to 10 mL with H20. To a partial suspension of (2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-methanol (4.6 g, 20.1 mmol) in acetone (300 mL) was slowly added Jones reagent (9 mL, 24.0 mmol). During the addition the starting material gradually dissolved and a thick green precipitate was formed. The reaction mixture was stirred for 15 min then quenched with i-PrOH (2 mL) and filtered over Celite, rinsing with acetone. The filtrate was concentrated to provide 4.76 g of 2-bromo-5H-pyrrolo[2,3- b]pyrazine-7-carbaldehyde as a yellow-orange solid that was used without furtherpurification. To a solution of this solid in DMF (50 mL) at 0C was added NaH (60% in mineral oil, 1.2 g, 30.1 mmol). The reaction mixture was stirred at room temperature for 30 min then cooled back to 0C and 2-(trimethylsilyl)ethoxymethyl chloride (4.3 mL, 24.1 mmol) was slowly added. The reaction mixture was warmed to room temperature and stirred for 1 h then quenched with H20 and extracted with EtOAc (3x). The combined organics were washed with H20 (3x) and brine then dried over MgS04 and concentrated. The residue was purified by Si02 chromatography (20% to 30% EtOAc/hexanes) to isolate 3.82 g (53%) of 2- bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1334674-88-2, (2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HENDRICKS, Robert Than; HERMANN, Johannes Cornelius; KONDRU, Rama K.; LOU, Yan; LYNCH, Stephen M.; OWENS, Timothy D.; SOTH, Michael; YEE, Calvin Wesley; WO2011/144584; (2011); A1;,
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Application of 86770-74-3, 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. 86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol. A new synthetic method of this compound is introduced below.

To a solution of 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethan-1-ol (244 mg, 1.64 mmol) in DMF (5 mL) was added DIEA (0.28 mL, 2.18 mmol). After stirring at 80 C for overnight, the reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by flash column chromatography (DCM : MeOH = 100 : 0 to 80 : 20) to afford 2-37 (284 mg, 58 %) as a dark green liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,86770-74-3, 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; DANA FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael; JANG, Jaebong; DE CLERCQ, Dries; ECK, Michael; (201 pag.)WO2017/185036; (2017); A1;,
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Related Products of 770-71-8, Adding some certain compound to certain chemical reactions, such as: 770-71-8, name is Adamantan-1-ylmethanol,molecular formula is C11H18O, 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 770-71-8.

To a solution of 500 mg (1.89 mmol) of N-Boc-L-phenylalanine in 25 ml of dichloromethane were added, at RT, 1192 mg (6.2 mmol) of EDC, 578 mul (4.1 mmol) of triethylamine, 345 mg (2.8 mmol) of DMAP and 345 mg (2.1 mmol) of 1-adamantylmethanol. The reaction mixture was stirred overnight, then diluted with 50 ml of dichloromethane, and was successively washed with 10% aqueous citric acid solution, water and saturated sodium chloride solution. The organic phase was dried over magnesium sulphate, then concentrated, and the residue was purified by preparative HPLC. 769 mg (90% of theory) of the title compound were obtained. [1516] LC-MS (Method 2): Rt=1.84 min; m/z=414 (M+H)+

According to the analysis of related databases, 770-71-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lerchen, Hans-Georg; Hammer, Stefanie; Harrenga, Axel; Kopitz, Charlotte Christine; Nising, Carl Friedrich; Sommer, Anette; Stelte-Luowig, Beatrix; Mahlert, Christoph; Schuhmacher, Joachim; Golfier, Sven; Greven, Simone; Bruder, Sandra; US2015/23989; (2015); A1;,
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Related Products of 558-42-9, 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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.

Compound 17 (214mg; 0.53mmol), 1 -chloro-2-methyl-2-propanol (0.13ml 1.28mmol), K2CO3 (147mg; 1.1 mmol) in DMF (9ml_) were heated to 120°C for 72 hours. The reaction mixture was cooled to room temperature, poured into H20/K2C03 and extracted with EtOAc. The organic layer was dried (MgS04), filtered and evaporated to dryness. The residue (277mg) was purified by chromatography over silica gel (Irregular SiOH, 15- 40mueta, 30g; mobile phase, gradient from 100percentDCM to 90percentDCM, 10percentMeOH,0.1 percentNH4OH) The pure fractions were collected and evaporated to dryness. The residue (226mg) was crystallized in diethyl ether, yielding 178mg (90percent) of compound 52.MP=159°C(DSC).

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; ASTEX THERAPEUTICS LIMITED; SAXTY, Gordon; MURRAY, Christopher William; BERDINI, Valerio; BESONG, Gilbert Ebai; HAMLETT, Christopher Charles Frederick; JOHNSON, Christopher Norbert; WOODHEAD, Steven John; READER, Michael; REES, David Charles; MEVELLEC, Laurence Anne; ANGIBAUD, Patrick Rene; FREYNE, Eddy Jean Edgard; GOVAERTS, Tom Cornelis Hortense; WEERTS, Johan Erwin Edmond; PERERA, Timothy Pietro Suren; GILISSEN, Ronaldus Arnodus Hendrika Joseph; WROBLOWSKI, Berthold; LACRAMPE, Jean Fernand Armand; PAPANIKOS, Alexandra; QUEROLLE, Oliver Alexis Georges; PASQUIER, Elisabeth Therese Jeanne; PILATTE, Isabelle Noelle Constance; BONNET, Pascal Ghislain Andre; EMBRECHTS, Werner Constant Johan; AKKARI, Rhalid; MEERPOEL, Lieven; WO2011/135376; (2011); A1;,
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Related Products of 14320-38-8, 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. 14320-38-8, name is Cyclopent-3-enol. A new synthetic method of this compound is introduced below.

NaH (60% in mineral oil, 66.4 mg, 1.66 mmol) was added portion-wiseto a cooled (0C) solution of secondary alcohol 8 (116 mg, 1.385 mmol) and p-methoxybenzyl chloride (0.206 mL, 1.52 mmol) in anhydrous DMF (8 mL). The reaction mixture was stirred overnight at rt. The solvent was removed in vacuo and the residue was diluted with H2O (50 mL) followed by extraction with diethyl ether (60 mL) two times. The combined organic layer was washed with brine, dried over anhydrous MgSO4, and concentrated under vacuum. The residue was purified by silica gel column chromatography (EtOAc/hexane, 1:20) to give 9 (189.6 mg, 67%) as a colorless oil: 1HNMR (CDCl3, 300 MHz) delta 7.11 (d, J = 7.8 Hz, 2H), 6.72 (d, J = 7.9 Hz, 2H),5.62 (m, 2H), 4.65 (s, 2H), 3.74 (s, 3H), 3.25 (quint, 1H), 2.57 (m, 2H),2.38 (m, 2H); 13CNMR (CDCl3, 75 MHz) delta 159.7, 137.5, 134.5, 129.9, 115.7,73.5, 72.6, 56.3, 42.5; Anal. Calc. for C13H16O2: C, 76.44; H, 7.90; Found: C,76.52; H, 7.84.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14320-38-8, Cyclopent-3-enol, and friends who are interested can also refer to it.

Reference:
Article; Shen, Guang Huan; Hong, Joon Hee; Nucleosides, nucleotides and nucleic acids; vol. 33; 1; (2014); p. 1 – 17;,
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Reference of 3250-73-5, Adding some certain compound to certain chemical reactions, such as: 3250-73-5, name is 2-(2-Ethoxyphenoxy)ethanol,molecular formula is C10H14O3, 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 3250-73-5.

To a solution of (ether)benzoxy alcohol 20A (501.2 mg, 2.751 mmol) in CH2Cl2 (20 mL) was added Et3N (509 mg, 5.03 mmol) and toluenesulfonyl chloride (623 mg, 3.27 mmol) at 5-10 C. After being stirred at 25 C for 30 min, the reaction mixture was quenched with saturated aqueous Na2CO3 (20 mL) and extracted with ethyl acetate (3 × 50 mL). The combined organic layers were dried over MgSO4(s), filtered, and concentrated under reduced pressure to obtain (ether)benzoxy tosylate 21A (853.5 mg, 2.539 mmol) as white solids in 92 % yield: mp (recrystallized from CH2Cl2 and CCl4) 82-83 C; 1H NMR (CDCl3, 300 MHz) delta 1.43 (t, J = 10.2 Hz, 3 H, OCH2CH3), 2.51 (s, 3 H, ArCH3), 4.04 (q, J = 10.2 Hz, 2 H, OCH2CH3), 4.36 (t, J = 6.9 Hz, 2 H, OCH2CH2), 4.59 (t, J = 6.9 Hz, 2 H, OCH2CH2), 6.86-6.97 (m, 4 H, ArH), 7.10-7.22 (m, 4 H, ArH); IR (neat) 3446 (br), 2982 (m), 2934 (m), 2884 (m), 1591 (s), 1558 (w), 1509 (s), 1478 (s), 1454 (s), 1407 (s), 1394 (s), 1371 (s), 1354 (s), 1279 (m), 1259 (s), 1247 (s), 1217 (s), 1178 (s), 1127 (s), 1066 (s), 1043 (s), 1031 (s), 977 (s), 929 (s), 905 (s), 809 (s), 776 (m), 749 (s), 776 (m) cm-1

According to the analysis of related databases, 3250-73-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Well-being Biochemical Corp.; Taiwan Biotech Co., Ltd.; EP1734036; (2006); A1;,
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Related Products of 307353-32-8, 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. 307353-32-8, name is Methyl 3-bromo-5-(hydroxymethyl)benzoate. A new synthetic method of this compound is introduced below.

TBDPS-Cl (15.9 mL, 16.8 g, 61.21 mmol) was added to a solution of methyl 3-bromo-5-(hydroxymethyl)benzoate (10 g, 40.8 mmol) in CH2Cl2 (408 mL) at 23 C. and stirred for 1 h. The resultant heterogeneous reaction mixture was filtered and concentrated in vacuo. The residue was purified by flash chromatography (Combi-flash Rf, Hex/EtOAc=0-10% gradient) to afford the title compound (18.2 g, 37.6 mmol, 92%) as a white solid. 1H NMR (400 MHz, chloroform-d) delta 8.05 (s, 1H), 7.89 (s, 1H), 7.76-7.64 (m, 5H), 7.48-7.34 (m, 6H), 4.75 (s, 2H), 3.91 (s, 3H), 1.11 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,307353-32-8, Methyl 3-bromo-5-(hydroxymethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; Vanderbilt University; Gogliotti, Rocco D.; Stauffer, Shaun R.; Jeon, KyuOk; Salovich, James M.; Macdonald, Jonathan D.; Mills, Jonathan J.; Meyers, Kenneth M.; Alvarado, Joseph R.; Han, Changho; Fesik, Stephen W.; Lee, Taekyu; (177 pag.)US2020/55824; (2020); 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. 30595-79-0, name is 2,6-Dichlorophenethyl alcohol, the common compound, a new synthetic route is introduced below. Safety of 2,6-Dichlorophenethyl alcohol

To a solution of 2-(2,6-dichlorophenyl)ethan- 1-ol (20 g, 104.68 mmol, 1.00 equiv) in pyridine (500 mL) was added sodium hydride (5.2 g,216.67 mmol, 1.25 equiv). The resulting solution was stirred at 0 C for 1 h. Then CuC1 (600 mg, 6.12 mmol, 0.05 equiv) was added. The resulting solution was stirred overnight at 115C. The resulting mixture was concentrated under vacuum. The reaction was then diluted with 500 mL of H20. The pH value of the solution was adjusted to 4 with HC1 (3 M). The solids were filtered out. The resulting solution was extracted with petroleum ether. And the organic layers were combined, dried over anhydrous sodium sulfate and concentrated under vacuum. The cmde product was purified by 5i02 chromatography, eluted with petroleum ether to afford 16 g (99%) of 4-chloro-2,3-dihydro-1-benzofuran as colorless oil.

The synthetic route of 30595-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; ZHANG, Chengzhi; CHAKMA, Justin; LAUFER, Ralph; (108 pag.)WO2016/109359; (2016); A1;,
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