Category: alcohols-buliding-blocks

Electric Literature of 1467-84-1, Adding some certain compound to certain chemical reactions, such as: 1467-84-1, name is (trans-4-Aminocyclohexyl)methanol,molecular formula is C7H15NO, 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 1467-84-1.

To a mixture of (4-aminocyclohexyl)methanol (6.62 g, 40 mmol) and K2C03 (11.04 g, 80 mmol) was in MeCN (60 mL) at 0 C was added Mel (5.6 g, 40 mmol) dropwise, the reaction mixture was stirred at rt for 7 h, filtered, and the filtrate was concentrated to afford the crude title compound. ESI-MS m/z 144 (MH)+.

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. 1467-84-1, (trans-4-Aminocyclohexyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VENATORX PHARMACEUTICALS, INC.; BURNS, Christopher, J.; CHU, Guo-Hua; HAMRICK, Jodie; BOYD, Steven, A.; CONDON, Stephen, M.; (0 pag.)WO2019/232053; (2019); A1;,
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Application of 1462-03-9, 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. 1462-03-9, name is 1-Methylcyclopentanol, molecular formula is C6H12O, 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 3 4-(1-Methyl-1-cyclopentyl)resorcinol From 1-methylcyclopentanol as a solid. 1 H NMR (400 MHz, CDCl3 -MeOH): d 1.31 (3H, s); 1.74-1.89 (4H, m); 1.94-2.03 (4H, m); 6.33-6.34 (1H, m); 6.39 (1H, dd, J=2.5, 8.4 Hz); 7.10 (1H, m). M/Z (ES-ve) gives 191.6 (M-H).

According to the analysis of related databases, 1462-03-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US6132740; (2000); A;,
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Adding a certain compound to certain chemical reactions, such as: 67853-03-6, Methyl 3-(hydroxymethyl)benzoate, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

3-HYDROXYMETHYL-BENZOIC acid methyl ester (200 mg, 1.20 mmol) was dissolved in dichloromethane (5 ml). PCC (388 mg, 1.8 mmol) was added therein. The reaction mixture was stirred at room temperature for 3 hours to give 3-FORMYL-BENZOIC acid methyl ester (140 mg, yield: 72%, white solid).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67853-03-6, Methyl 3-(hydroxymethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; JE IL PHARMACEUTICAL CO., LTD.; WO2004/113281; (2004); A1;,
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Reference of 558-42-9, 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 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 1-chloro-2-methyl-propan-2-ol (10 mL ), 4-hydroxybenzonitrile (2 g, 16.8 mmol), K2CO3 (9.3 g, 67.3 mmol) in water (6 mL) and ethanol (60 mL) was heated at 80 °C for 16 hours. The reaction mixture was cooled and the solvent was concentrated in vacuo. The residue was diluted with ether (200 mL) and filtered and the filtrate was washed sequentially with water (50 mL) and brine solution (50 mL). The organics were separated and dried over MgSO4 and solvent was removed in vacuo to give a residue which was purified by silica gel column chromatography using (0-100percent) EtOAc/DCM as eluent to give 4-(2-hydroxy- 2-methyl-propoxy)benzonitrile (3.0 g, 94 percent) as a yellow solid. ESI-MS m/z calc. 191.1, found 192.3 (M+1)+; Retention time: 1.05 minutes (3 min run).

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 558-42-9, 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HADIDA-RUAH, Sara, Sabina; ARUMUGAM, Vijayalaksmi; DENINNO, Michael, Paul; FRIEMAN, Bryan, A.; KALLEL, Edward, Adam; MILLER, Mark, Thomas; UY, Johnny; ZHOU, Jinglan; WO2013/109521; (2013); A1;,
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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. 5333-42-6, name is 2-octyldodecan-1-ol. A new synthetic method of this compound is introduced below., COA of Formula: C20H42O

2-octyldodecyl thiophene-3-carboxylate (SI). A solution of thiophene-3-carboxylic acid (1, 5.126 g, 40 mmol) in 150 mL DCM was stirred at room temperature under N2. Then 4-Dimethylaminopyridine (1.466 g, 12 mmol), a DCM solution of Nu,Nu’-dicyclohexylcarbodiimide ( 9904 mg , 48 mmol ) and 2-octyldodecan-l-ol (2, 23.88 g, 80 mmol ) were added to the system. The reaction mixture was stirred for another 12 hours. 50 mL distilled water was added and the reaction mixture was filtered, diluted with hexane and washed with water and brine. The organic layer was dried over Na2S04, filtered and concentrated. Then the residue was purified with silica gel chromatography to provide pure product as transparent liquid (17.25 g, 92% yield). 1H NMR (400 MHz, CDC13) delta 8.08 (d, / = 1.7 Hz, 1H), 7.54 – 7.51 (m, 1H), 7.31 – 7.28 (m, 1H), 4.18 (d, / = 5.6 Hz, 2H), 1.74 (d, / = 4.4 Hz, 1H), 1.41 – 1.22 (m, 32H), 0.88 (t, / = 6.3 Hz, 6H). 13C NMR (101 MHz, CDC13) delta 163.13, 134.27, 132.57, 128.09, 126.07, 67.68, 37.63, 32.12, 32.11, 31.64, 30.15, 29.85, 29.80, 29.76, 29.55, 29.51, 26.96, 22.89, 22.88, 14.31. HRMS (MALDI+) Calcd for C25H4402S (M+): 408.3062, Found: 408.3080.

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, 5333-42-6, 2-octyldodecan-1-ol.

Reference:
Patent; THE HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY; YAN, He; LIU, Jing; (52 pag.)WO2017/223407; (2017); A1;,
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Synthetic Route of 149104-89-2, 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. 149104-89-2, name is (4-Bromo-3-methylphenyl)methanol. A new synthetic method of this compound is introduced below.

Step 16: 1-bromo-4-(bromomethyl)-2-methylbenzeneTo a solution of (4-bromo-3-methylphenyl)methanol (5.15 g, 25.6 mmol) and NBS (9.07 g, 51.2 mmol) in DCM (100mL) was added drop wise PPh3 (13.36 g, 51.2 mmol) in DCM (50 mL) at rt and the reaction mixture was stirred for 15 mins at rt. Then, water (50 mL) was added and the organic layers were washed with water (100 mL x 2) and dried over anhydrous Na2S04. After the removal of solvent, the residue was purified with column chromatography to afford 1-bromo-4-(bromomethyl)-2-methylbenzene (4.15 g, 65 percent yield) as a colorless oil. 1H NMR (300MHz, CHLOROFORM-d) delta: 7.50 – 7.48 (d, 1 H), 7.26 (s, 1 H), 7.08 – 7.05 (m, 1 H), 4.41 (s, 2H), 2.39 (s, 3H),.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,149104-89-2, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; JOHNS, Brian Alvin; SHOTWELL, John Brad; WO2012/67664; (2012); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 4170-90-5, 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. 4170-90-5, name is Mesitylmethanol, molecular formula is C10H14O, 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.

2,4,6-trimethylbenzyl alcohol (150 mg, 1 .0 mmol) was dissolved in anh. DCM (4 mL). Thionyl chloride (87 muIota_, 1 .2 mmol) was added slowly at 0 C. The reaction mixture was stirred at RT. for 1 h. Removal of the solvent under reduced pressure gave the desired 2,4,6- trimethylbenzyl chloride (168 mg, 100 %) as a white powder.1 H NMR (300 MHz, CDCI3) delta 2.29 (s, 3H), 2.42 (s, 6H), 4.68 (s, 2H), 6.89 (s, 2H). MS [M+H]+ 133.

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 4170-90-5, Mesitylmethanol.

Reference:
Patent; UNIVERSITE DE LILLE 2 DROIT ET SANTE; INSTITUT PASTEUR DE LILLE; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); CHARTON, Julie; DEPREZ, Benoit; LEROUX, Florence; STAELS, Bart; MUHR-TAILLEUX, Anne; HENNUYER, Nathalie; LESTAVEL, Sophie; PICON, Sylvain; AKNIN, Karen; BOULAHJAR, Rajaa; DUBANCHET, Barbara; (234 pag.)WO2016/16238; (2016); A1;,
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Related Products of 3068-00-6 , The common heterocyclic compound, 3068-00-6, name is 1,2,4-Butanetriol, molecular formula is C4H10O3, 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.

General procedure: Xantphos (28.9 mg, 0.05 mmol), Cs2CO3 (32.6 mg, 0.10 mmol) and [Ru(p-cymene)Cl2]2 (15.3 mg, 0.025 mmol) were added to a Schlenk tube. Then the tube was evacuated and refilled with nitrogen. Dry toluene as solvent (2.0 mL)were added and the solution was stirred at room temperature under nitrogen for 30 min. Activated molecular sieves 4A (0.10 g) and triol 6a (106.1 mg, 1.00 mmol) were then added. And the solution was stirred at room temperature under nitrogen for 40 min. Subsequently, aniline 5a (46.6 mg, 0.50 mmol) was added and the solution was stirred at room temperature under nitrogen for 20 min. Then the resulting solution was heated to reflux and stirred for 48 h. The reaction was monitored by TLC. After completion, the solution was filtered through a plug of Celite and washed with EtOAc (3 mL x 3). The filtrate was concentrated under vacuum. Purification via flash column chromatography with silica gel (eluting with PE/EA = 5/1 (v/v)) yielded 4a (43.0 mg, 81% yield) as light yellow oil.

The synthetic route of 3068-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Qing-Song; Li, Chen; Xu, Yong; Xu, Defeng; Shen, Mei-Hua; Xu, Hua-Dong; Chinese Chemical Letters; (2019);,
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Application of 3279-95-6, 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.3279-95-6, name is 2-(Aminooxy)ethanol, molecular formula is C2H7NO2, molecular weight is 77.08, as common compound, the synthetic route is as follows.

[0277] To a solution of the product of Example 2, Step B, 2-(2-chloro-4-iodo-phenylamino)-3,4-difluorobenzoic acid pentafluorophenyl ester (10.0 g, 17.4 mmol), in anhydrous dimethylformamide (36 mL) was added 2-(aminooxy)-ethanol [prepared by the literature procedure: Dhanak, D.; Reese, C. B., J. Chem. Soc., Perkin Trans. 1987;1:2829] (1.6 g, 20.8 mmol) and N,N-diisopropylethylamine (6.0 mL, 34.8 mmol). The resultant solution was stirred at ambient temperature for 16 hours. The reaction mixture was concentrated to 20% volume then diluted with ethyl acetate (360 mL). The resultant solution was washed with water (6×60 mL) and brine (2×60 mL). The organics were dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford a white solid that was purified on silica gel. Elution with ethyl acetate-methanol (9:1) afforded 2-(2-chloro-4-iodo-phenylamino)-3,4-difluoro-N-(2-hydroxy-ethoxy)-benzamide (7.31 g, 90%) as a white solid. Recrystallization from methanol afforded analytically pure material: m.p. 173-175 C.; 1H NMR (400 MHz, DMSO-d6) delta 11.93 (br s, 1H), 8.85 (br s, 1H), 7.76 (d, J=1.7 Hz, 1H), 7.48 (dd, J=8.6, 1.7 Hz, 1H), 7.44 (dd, J=8.5, 6.2 Hz, 1H), 7.25 (dt, J=8.5, 9.3 Hz, 1H), 6.58 (dd, J=8.5, 6.4 Hz, 1H), 4.70 (br s, 1H), 3.86 (br s, 2H), 3.56 (br d, J=3.9 Hz, 2H); MS (APCI+)=469.0; MS (APCI-)=467.0; [0278] Anal. Calcd/found for C15H12ClF2IN2O3: C, 38.45/38.60; H, 2.58/2.53; N, 5.98/5.91; F, 8.11/8.08; I, 27.08/27.43.

Statistics shows that 3279-95-6 is playing an increasingly important role. we look forward to future research findings about 2-(Aminooxy)ethanol.

Reference:
Patent; Rewcastle, Gordon William; Spicer, Julie Ann; Barrett, Stephen Douglas; Kaufman, Michael David; Milbank, Jared Bruce John; Tecle, Haile; US2004/6245; (2004); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 134575-13-6, 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 134575-13-6, name is exo-3-Azabicyclo[3.1.0]hexan-6-ylmethanol. This compound has unique chemical properties. The synthetic route is as follows.

(1R,5S,6R)-3-Azabicyclo[3.1.0]hexan-6-ylmethanol 31a (10 g, 88.4 mmol) was dissolved in a mixed solvent of dioxane and H2O (V/V=3/2), followed by addition of sodium hydroxide (4.2 g, 106 mmol) and di-tert-butyl dicarbonate (28.9 g, 132.6 mmol). After reacting for 10 hours, 50 mL of H2O was added to the reaction mixture. The reaction mixture was extracted with ethyl acetate (150 mLx3). The organic phases were combined, washed with saturated sodium chloride solution (50 mLx2), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography with elution system C to obtain the title product (1R,5S,6R)-tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate 31b (16.9 g, yield 89.9%) as a light yellow liquid.

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 134575-13-6, exo-3-Azabicyclo[3.1.0]hexan-6-ylmethanol.

Reference:
Patent; Zhang, Xuejun; Dong, Qing; Liu, Bonian; Zhu, Yaoping; Li, Xiaotao; Lan, Jiong; US2014/336207; (2014); A1;,
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