Author: tianli

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. 10160-28-8, name is Non-8-yn-1-ol. A new synthetic method of this compound is introduced below., Computed Properties of C9H16O

Example 2Part A: Synthesis of Pentadeca-8,10-diyn-l-olTo a stirred solution of 1-iodo-hex-l-yne (6.2 g, 29.80 mmol) and non-8-yn-l-ol (2.46 g, 17.53 mmol) in pyrrolidine (50 ml) under an argon atmosphere, was added copper(I) iodide (2.98 mmol, 0.57 g). After stirring at room temperature for 30 min, the mixture was hydrolysed with a saturated aqueous solution of ammonium chloride and extracted with diethyl ether. The organic extract was dried over MgSO4 and the solvent was removed in vacuo. Column chromatography (SiO2, EtOAc-hexane: 2:1) gave 3.35 g (15.19 mmol, 87 %) of pure pentadeca-8,10-diyn-l-ol. 1H-NMR (CDCl3, 400 MHz): delta[ppm] = 0.89 (3H, t, J = 7.3 Hz)5 1.26 – 1.62 (14H, m), 2.24 (4H, t, J = 6.6 Hz), 3.62 (2H, t, J = 7.0 Hz)

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, 10160-28-8, Non-8-yn-1-ol.

Reference:
Patent; COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION; WO2008/31157; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 115-20-8, 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 115-20-8, name is Trichloroethanol. This compound has unique chemical properties. The synthetic route is as follows.

Step A: Synthesis of O-(2,2,2-trichloroethyl) phosphoric dichloride A solution of 52.3 g (0.35 mole) of 2,2,2-trichloroethanol and 53.7 g (0.35 mole) of phosphorous oxychloride in 150 ml of toluene was cooled to -10 C. To this solution, under nitrogen, 27.7 g (0.35 mole) of pyridine was added dropwise while maintaining the temperature at -10 C. Upon completion of addition the temperature was allowed to rise to ambient conditions, and the mixture was stirred overnight. The solid was filtered from the reaction mixture and the toluene evaporated under vacuum. The liquid residue was distilled, yielding the following fractions:

According to the analysis of related databases, 115-20-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FMC Corporation; US4457923; (1984); A;,
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Adding a certain compound to certain chemical reactions, such as: 221285-25-2, (2-Amino-6-fluorophenyl)methanol, 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, 221285-25-2, blongs to alcohols-buliding-blocks compound. Quality Control of (2-Amino-6-fluorophenyl)methanol

EXAMPLE 39-fluoro-2,3-bis(2-methoxyethoxy)-8H-quinazolino[4,3-b]quinazoline mesylate (V-3)4-chloro-6,7-bis(2-methoxyethoxy)quinazoline (3.12 g, 10 mmol) and 2-amino-6-fluoro-benzyl alcohol (1.41 g, 10 mmol) were dissolved in 20 ml isopropanol to form a solution, and 0.55 ml of concentrated hydrochloric acid was added dropwise to the solution.The reaction was carried out according to General Method Ito obtain a white solid intermediate M-3 (3.92 g, 85.96percent).M-3 (2.27 g, 5 mmol) was dissolved in 15 ml toluene, and cooled in an ice bath.Triethylamine (15 mmol) and methanesulfonyl chloride (20 mmol) were added to the reaction mixture dropwise sequentially.The reaction lasted for 7 h at room temperature.Water (30 ml) was added to the reaction mixture, and the reaction mixture was extracted by dichloromethane three times.The organic phase was combined, washed with water three times, then washed with saturated NaCl solution three times, and dried by anhydrous sodium sulfate.The solution was filtered to obtain a filtrate, which was concentrated under vacuum to obtain the crude product as a light yellow solid, which was recrystallized by ethanol or separated by column chromatography to obtain a white solid V-3′ (1.76 g, 88.22percent).The white solid V-3′ (2 mmol) obtained above was dissolved in hot ethanol, and methanesulfonic acid (2 mmol) was added dropwise into the ethanol solution.The solution was refluxed for 30 min, cooled and precipitated to obtain the compound V-3.MS(ESI):[M+H]+=400.1H-NMR(400 MHz,CDCl3) deltappm: 3.44(s,6H), 3.85(m,4H), 4.26(m,2H), 4.41(m,2H), 5.61(s,2H), 7.12(s,1H), 7.18-7.30(m,3H), 7.6(8s,1H), 8.32(s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,221285-25-2, its application will become more common.

Reference:
Patent; Li, Jianqi; Zhang, Zixue; Xie, Peng; Zhang, Qingwei; US2011/288086; (2011); A1;,
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Application of 2919-23-5, 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 2919-23-5 as follows.

A mixture of 2-chloro-5-nitropyridine (7.12 g, 45.0 mmol) and cyclobutanol (3.40 g, 47.2 mmol) in THF (30 mL) was vigorously stirred at 0 C. while NaH (1.18 g, 46.7 mmol) was added in three portions over 10-20 s under air (Caution: Extensive gas evolution). Reaction residue was rinsed down with additional THF (5 mL), followed by stirring under positive argon pressure in the ice bath for 1-2 more minutes. The ice bath was then removed and the brown homogeneous solution was stirred for 1 h. The reaction mixture was concentrated under reduced pressure at 80 C., taken up in 0.75 M EDTA (tetrasodium salt) (150 mL), and extracted with CH2Cl2 (1*100 mL, 1*50 mL). The combined organic layers were dried (Na2SO4), concentrated, taken up in MeOH (2*100 mL) and concentrated under reduced pressure at 60 C. to provide the title compound as a thick dark amber oil that crystallized upon standing (7.01 g, 80%). 1H NMR (CDCl3) delta 9.04 (dd, J=2.84 and 0.40 Hz, 1H), 8.33 (dd, J=9.11 and 2.85 Hz, 1H), 6.77 (dd, J=9.11 and 0.50 Hz, 1H), 5.28 (m, 1H), 2.48 (m, 2H), 2.17 (m, 2H), 1.87 (m, 1H), 1.72 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2919-23-5, its application will become more common.

Reference:
Patent; Baumann, Christian Andrew; Gaul, Michael David; US2006/281755; (2006); A1;,
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Synthetic Route of 756520-66-8 , The common heterocyclic compound, 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, molecular formula is C8H7Cl2FO, 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.

In a 100mL single-necked flask,1.2 g (0.005 mol) of 2-amino-4-hydroxy-6-bromo-quinazoline was added,(0.0065 mol, 1.3 equiv) of benzotriazol-1-yloxytris (dimethylamino) phosphonium hexafluorophosphate (BOP)Acetonitrile 20 mL,Stirred at room temperature,A solution of 1.1 mL (0.0075 mol, 1.5 equiv) of 1,8-diazabicycloundecyl-7- (DBU) was added to clarify the solution,After 10min reaction with solid precipitation,Join again1.56 g of 1- (3-fluoro-2,6-dichloro-phenyl) ethanol (0.0075 mol,1.5 equiv),0.4 g of NaH (60%) and 10 mL of acetonitrile,After stirring at room temperature overnight,Add 200mL H2O,Extract three times with 90 mL of ethyl acetate,Combine ethyl acetate,Evaporation of ethyl acetate,Got a white solid.The residue was purified by silica gel column chromatography (petroleum ether: dichloromethane: ethyl acetate = 2: 1: 2)Yield 55%.

The synthetic route of 756520-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Southern Medical University; Wan Shanhe; Wang Guangfa; Wu Xiaoyun; Tian Yuanxin; Ye Ling; Li Zhonghuang; Zhang Tingting; Zhu Zhengguang; Jin Hong; Zhang Jiajie; (27 pag.)CN106565684; (2017); A;,
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Reference of 10535-17-8 , The common heterocyclic compound, 10535-17-8, name is 1-(3,4-Dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol, molecular formula is C18H22O6, 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.

The reaction was carried out in a glove box, and lignin dimer 3 (0.1 mmol, 33.4 mg) and photocatalyst lanthanum triflate (5 mol%) were weighed.Auxiliary tetrabutylammonium chloride (5mol%),Nitrogen source di-tert-butyl azodicarboxylate (1 mmol) and 2.0 mL of pyridine were placed in a 10 ml pressure-resistant tube.The reaction pressure tube is sealed and placed under a purple lamp at 380 nm.After stirring for 24 hours, after the lignin dimer 3 is completely converted,After separation by silica gel column chromatography (ethyl acetate: petroleum ether = 1:5, volume ratio), product 3,4-dimethoxybenzaldehyde (13.4 mg, yield 81%)And 1-[1-(2-methoxy)phenoxyethanol]-1,2-dicarboxylic acid diisopropyl ester-oxime(3) (28.3 mg, yield 71%).

The synthetic route of 10535-17-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jilin University; Zhang Yuetao; He Jianghua; Wang Yinling; (11 pag.)CN110156581; (2019); A;,
Alcohol – Wikipedia,
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Related Products of 140373-17-7, 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 140373-17-7 as follows.

To a solution of 6-(naphthalen-2-yl)-4-oxo-4,5-dihydropyrazolo[1,5-a]pyrazine-2-carboxylic acid (Intermediate 3A, 100 mg, 328 pmol) and N,N-diisopropylethylamine (170 pi, 980 pmol) in DMF (5.0 ml) were added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (69.1 mg, 360 pmol) and 1-hydroxy-7-azabenzotriazole (22.3 mg, 164 pmol). The mixture was stirred at RT for 1H. Then, 2-amino-2-(4-fluorophenyl)ethanol (50.8 mg, 328 pmol) was added, and stirring was continued overnight at RT, followed by heating to 50C for 5 h. After cooling to RT, the mixture was poured into water, and the precipitate was collected by filtration, washed with water and dried to afford the title compound. Yield: 66.1 mg (44% of theory). LC/MS [Method 7]: Rt = 0.90 min; MS (ESIpos): m/z = 443 [M+H]+. 1H-NMR (400 MHz, DMSO-d6): d [ppm] = 11.88 (br. s, 1H), 8.64 (d, 1H), 8.39 (s, 1H), 8.23 (s, 1H), 8.04 (d, 1H), 8.01-7.96 (m, 2H), 7.89 (dd, 1H), 7.64-7.57 (m, 2H), 7.48-7.39 (m, 3H), 7.20-7.12 (m, 2H), 5.11-5.01 (m, 2H), 3.79-3.67 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,140373-17-7, its application will become more common.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; MUeLLER, Steffen; SCHOHE-LOOP, Rudolf; ORTEGA, HERNANDEZ, Nuria; SUeSSMEIER, Frank; JIMENEZ NUNEZ, Eloisa; BRUMBY, Thomas; LINDNER, Niels; GERDES, Christoph; POOK, Elisabeth; BUCHMUeLLER, Anja; GAUGAZ, Fabienne, Zdenka; LANG, Dieter; ZIMMERMANN, Stefanie; EHRMANN, Alexander, Helmut, Michael; GERISCH, Michael; LEHMANN, Lutz; TIMMERMANN, Andreas; SCHAeFER, Martina; SCHMIDT, Georg; SCHLEMMER, Karl-Heinz; FOLLMANN, Markus; KERSTEN, Elisabeth; WANG, Vivian; GAO, Xiang; WANG, Yafeng; (801 pag.)WO2019/219517; (2019); A1;,
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Electric Literature of 10029-04-6, 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 10029-04-6 as follows.

Using compound (T-4) (50.0 g) as a starting material, imidazole (28.7 g) and methylene chloride (800 ml) were placed in a reactor and cooled to 0 C.A solution of t-butyldiphenylchlorosilane (116.1 g) in methylene chloride (110 ml) was slowly added dropwise thereto, returned to room temperature and stirred for 12 hours.The reaction mixture was poured into water and the aqueous layer was extracted with dichloromethane.The organic layer formed simultaneously with water washing was dried over anhydrous magnesium sulfate.The solution was concentrated under reduced pressure and the residue was purified by silica gel chromatography (volume ratio, heptane: ethyl acetate = 10: 1) to obtain Compound (T-17) (127.4 g; 90%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10029-04-6, its application will become more common.

Reference:
Patent; Jieenzhi Co., Ltd.; Jieenzhi Petrochemical Co., Ltd.; Tian Zhongyuzhi; Shi Yekuangyi; Jin Tengshishang; Di Tianhekuan; (145 pag.)CN107108457; (2017); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 5456-63-3, trans-2-Aminocyclohexanol hydrochloride, 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, SDS of cas: 5456-63-3, blongs to alcohols-buliding-blocks compound. SDS of cas: 5456-63-3

To a solution of 1-(4-carbamoylbenzyl)-4-oxo-1,4-dihydrocinnoline-3-carboxylic acid (0.15 g) obtained in Reference Example 4 in DMF (10 mL) were added (1,2-trans)-2-hydroxycyclohexylamine hydrochloride (0.08 g), 0-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (0.26 g) and triethylamine (0.19 mL), and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the precipitate was collected by filtration and dried. The precipitate was washed with diisopropyl ether to give the title compound (0.13 g) as a colorless solid. MS (ESI+): [M+H]+ 421.2 1H NMR (300 MHz, DMSO-d6) delta 1.16-1.41 (4H, m), 1.55-1.71 (2H, m), 1.82-1.93 (1H, m), 1.98-2.09 (1H, m), 3.35-3.47 (1H, m), 3.63-3.76 (1H, m), 4.79 (1H, d, J = 5.3 Hz), 5.96 (2H, s), 7.35 (3H, d, J = 8.0 Hz), 7.57-7.64 (1H, m), 7.78-7.89 (4H, m), 7.93 (1H, brs), 8.29 (1H, d, J = 8.0 Hz), 9.74 (1H, d, J = 7.6 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5456-63-3, trans-2-Aminocyclohexanol hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SAKAMOTO, Hiroki; SUGIMOTO, Takahiro; EP2821401; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 3068-00-6, 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.3068-00-6, name is 1,2,4-Butanetriol, molecular formula is C4H10O3, molecular weight is 106.1204, as common compound, the synthetic route is as follows.

General procedure: To a solution of CoCl2 (0.6 mmol) in anhyd MeCN (4 mL), the selecteddialkyl acetal (1 mmol), TMSCl (1.1 mmol), and butane-1,2,4-triol (3 mmol) were added, with stirring, at r.t. At the end ofthe reaction, the mixture was extracted with EtOAc and the combinedextracts were washed with 5% NaHCO3. The organic layerwas dried (anhyd Na2SO4) and filtered, and the solvent was evaporatedunder vacuum. The oils obtained were purified by flash chromatographyto give the desired compounds.

The chemical industry reduces the impact on the environment during synthesis 3068-00-6, I believe this compound will play a more active role in future production and life.

Reference:
Article; Battisti, Umberto Maria; Sorbi, Claudia; Franchini, Silvia; Tait, Annalisa; Brasili, Livio; Synthesis; vol. 46; 7; (2014); p. 943 – 946;,
Alcohol – Wikipedia,
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