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. 28539-02-8, name is 1-(Hydroxymethyl)benzotriazole. A new synthetic method of this compound is introduced below., Quality Control of 1-(Hydroxymethyl)benzotriazole

To a stirred solution of n-BuLi (2.5 M in hexanes, 22.9 ml, 57.4 mmol) in THF(120 ml) was added dropwise iPr2NH (8.11 ml, 57.4 mmol) at -10 C. The solution was allowed to stir at 0 C for 30 min and then cooled to -78 C. Enone 83 (8.62 g, 19.1 mmol) inTHF (25 ml) was added and stirring was continued for 1 h. 1H-Benzotriazole-1-methanol in THF (175 ml) was added dropwise and the reaction mixture was kept 2 h at -78 C. The reaction was quenched with water (85 ml) and extracted with Et2O (2 × 250 ml). The combined organic layers were washed successively with 4 M NaOH (85 ml) and brine (85 ml), dried (MgSO4) and concentrated in vacuo. Purification by flash chromatography onsilica gel with petroleum ether/EtOAc 9:1 to 6:1 as eluent gave alcohol S28 (6.10 g, 67%) as a colourless 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, 28539-02-8, 1-(Hydroxymethyl)benzotriazole.

Reference:
Article; Bruss, Hanna; Schuster, Hannah; Martinez, Remi; Kaiser, Markus; Antonchick, Andrey P.; Waldmann, Herbert; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 194 – 208;,
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Related Products of 84832-00-8 ,Some common heterocyclic compound, 84832-00-8, molecular formula is C7H8FNO, 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.

Intermediate 4; (2-Flu or o-5-hvdrazinylphenyl)methanol hydrochloride; (5-Amino-2-fluorophenyl)methanol (3.6 g, 25.8 mmol) was dissolved in cone. HCl (39 ml) and cooled to 00C. A solution OfNaNO2 (1.89g, 27.4 mmol) in water (9.4 ml) was added dropwise during 20 minutes at O0C. The mixture was stirred for 15 minutes and a solution of SnCl2 (1 Ig, 57.4 mmol) in cone. HCl (11.5 ml) was added dropwise. The mixture was allowed to stir for 60 minutes at O0C and basified by addition of aqueous 14N NaOH and extracted with EtOAc. The organic phase was washed with brine and extracted with a solution of HCl (1 M). The water phase was freeze-dried to give the title compound (1.65 g, 33%). APCI-MS m/z: 157 [MH+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84832-00-8, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2009/82342; (2009); A1;,
Alcohol – Wikipedia,
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Reference of 5259-98-3, 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. 5259-98-3, name is 5-Chloropentan-1-ol. A new synthetic method of this compound is introduced below.

To a solution of benzylamine (0.66?mL, 6.03?mmol) and 5-chloropentan-1-ol (0.42?mL, 4.02?mmol) in 5?mL of anhydrous acetonitrile, 555?mg of K2CO3 (4.02?mmol) were added. The mixture was stirred at 80?°C for 48?h and concentrated in vacuo. The residue was dissolved with CH2Cl2, and the organic layer was washed twice with a solution of 10percent NaOH, dried on Na2SO4 and evaporated to give the crude product that was purified by flash chromatography, using CH2Cl2/MeOH/NH4OH 95:5:0.5 as eluting system. 160?mg (20.6percent) of title compound as a yellow oil were obtained. 1H NMR (CDCl3) delta: 7.33-7.26 (m, 5H, CH arom.); 3.78 (s, 2H, NCH2Ph); 3.61 (t, J?=?6.4?Hz, 2H, CH2OH); 2.65 (t, J?=?6.8?Hz, 2H, NCH2); 1.88 (s, 1H, NH); 1.61-1.50 (m, 4H, CH2); 1.47-1.42 (m, 2H, CH2) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5259-98-3, its application will become more common.

Reference:
Article; Dei, Silvia; Romanelli, Maria Novella; Manetti, Dina; Chiaramonte, Niccolo; Coronnello, Marcella; Salerno, Milena; Teodori, Elisabetta; Bioorganic and Medicinal Chemistry; vol. 26; 1; (2018); p. 50 – 64;,
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Adding a certain compound to certain chemical reactions, such as: 17100-58-2, (4-Bromo-2-methylphenyl)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, 17100-58-2, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Step 2 Methanesulfonic acid 4-bromo-2-methyl-benzyl ester; To a solution of (4-bromo-2-methyl-phenyl)-methanol (46.65 g, 0.2320 mol) in DCM (500 mL) at -150C was added mesyl chloride (20.65 mL, 0.2668 mol) followed by TEA (37.04 mL, 0.2668 mol). The reaction was stirred at -150C for 1.5 hour. A saturated solution of NH4Cl was then added at -15 0C and the resulting mixture was extracted with DCM. The EPO organic phase was dried over MgSO4, filtered, and concentrated under reduced pressure to afford methanesulfonic acid 4-bromo-2-metrryl-benzyl ester as a white solid in quantitative yield (65 g), which was used directly in step 3 without further purification

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17100-58-2, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/55847; (2008); A1;,
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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. 7287-81-2, name is 1-(m-Tolyl)ethanol, molecular formula is C9H12O, 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. HPLC of Formula: C9H12O

General procedure: To a 20-mL tube equipped with a magnetic stirring bar was added acetophenone 1a (120 mg, 1 mmol), 2 mL of DMSO, iodine (25 mg, 0.1 mmol) and Fe(NO3)3·9H2O (40 mg, 0.1 mmol). Then the tube was sealed after being charged with oxygen to replace the air in it. The tube was placed into a preheated oil bath (130C), and the reaction solution was stirred for 12h. Then the reaction was quenched with water, and the pH of the aqueous phase was adjusted to 11 with 0.1 mol/L NaOH. After being washed with ethyl acetate (3 x 3 mL), the pH of the aqueous phase was adjusted to 2 with 0.1mol/L HCl and extracted with ether (3 x 6 mL). The combined ether phase was dried over anhydrous sodium sulfate and concentrated on a rotary evaporator to obtain the crude product. The crude product was purified by column chromatography on silica gel using ethyl acetate/petroleum ether as eluent to afford 2a as a white solid (104 mg, 85% yield). 1H NMR(600 MHz, DMSO-d6) delta 12.88 (s, 1H), 7.95 (d, J = 7.9 Hz, 2H), 7.62-7.59 (m, 1H), 7.50-7.48 (m, 2H); 13C NMR (125MHz, DMSO-d6) delta 167.3, 132.7, 130.8, 129.2, 128.5.

With the rapid development of chemical substances, we look forward to future research findings about 7287-81-2.

Reference:
Article; Xu, Liang; Chen, Yingying; Shen, Zhenlu; Wang, Yuru; Li, Meichao; Tetrahedron Letters; vol. 59; 49; (2018); p. 4349 – 4354;,
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Application of 4704-94-3, Adding some certain compound to certain chemical reactions, such as: 4704-94-3, name is 2-(Hydroxymethyl)propane-1,3-diol,molecular formula is C4H10O3, 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 4704-94-3.

Branched malonate molecules 1 and 2 were produced according to the schemes shown in FIGS. 9-10.

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. 4704-94-3, 2-(Hydroxymethyl)propane-1,3-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hirsch, Andreas; Beuerle, Florian; Chronakis, Nikos; US2006/47167; (2006); A1;,
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Application of 2854-16-2, 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.2854-16-2, name is 1-Amino-2-methylpropan-2-ol, molecular formula is C4H11NO, molecular weight is 89.14, as common compound, the synthetic route is as follows.

5-Chloro-3-(4,4-difluorocyclohexylmethyl)-2-trifluor omethylimidazo[1,2-a]pyridine-7-carboxylic acid (28 mg, 0.093 mmol) obtained in step 3 of Example 61 was dissolved in N,N-dimethylformamide (2.0 mL), and the solution was stirred overnight at room temperature after adding EDC·HCl (36 mg, 0.187 mmol), HOBt·H2O (29 mg, 0.187 mmol), and 1-amino-2-methylpropan-2-ol (17 mg, 0.187 mmol). The mixture was extracted with ethyl acetate after adding a sodium hydrogen carbonate aqueous solution. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was then evaporated under reduced pressure. The residue was purified by preparative thin-layer chromatography (chloroform/methanol=9/1) to give compound 182 (40.4 mg, 85percent). 1H NMR (400 MHz, CDCl3, delta): 7.95 (s, 1H), 7.46 (s, 1H), 6.60 (br s, 1H), 3.49 (d, J = 5.9 Hz, 2H), 3.35 (d, J = 6.9 Hz, 2H), 1.97-1.56 (m, 9H), 1.31 (s, 6H); ESIMS m/z: [M + H]+ 468

The chemical industry reduces the impact on the environment during synthesis 2854-16-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; SAWADA, Takashi; DANJO, Tomohiro; MOTOSAWA, Keiichi; FURUTA, Takayuki; ICHIOKA, Maki; SUGAWARA, Masamori; UESAKA, Noriaki; EP2671582; (2013); A1;,
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Related Products of 27489-62-9 , The common heterocyclic compound, 27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, 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 THF (20 mL) were dissolved 2-(3-azabicyclo[3.1.0]hexan-3-yl)-4-((3-chloro-4 -methoxybenzyl)amino)pyrimidine-5-carboxylic acid (180 mg, 0.48 mmol), trans-4-hydroxycyclohexylamine (66 mg, 0.58 mmol) and HATU(220 mg, 0.58 mmol). The solution was cooled in an ice bath and DIEA (0.25 mL, 1.44 mmol) was added then. The reaction was conducted at ambient temperature for 8 h, followed by concentration, addition of water and extraction with ethyl acetate. The organic phase was dried, concentrated and purified by silica gel column chromatography (DCM / methanol = 20 / 1) to give 2-(3-azabicyclo[3.1.0]hexan-3-yl)-4-((3-chloro-4-methoxybenzyl)amino)-N-(trans-4-hydrox ycyclohexanyl)pyrimidine-5-formamide (141 mg, 62 % yield). Molecular formula: C24H30ClN5O3 Molecular weight: 472.0 MS (m/e): 472.0 (M+1) 1H-NMR (400 MHz, CDCl3): delta 8.99 (t, 1H), 8.08 (s, 1H), 7.38 (d, 1H), 7.18 (d, 1H), 6.86 (d, 1H), 5.66 (d, 1H), 4.53 (m, 2H), 3.88(s, 3H), 3.87 (m, 1H), 3.86 (d, 2H), 3.64(m, 1H), 3.50 (d, 2H), 1.29-1.85 (m, 11H), 0.74 (m, 1H), 0.20 (m, 1H).

The synthetic route of 27489-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; WANG, Aichen; EP2886540; (2015); A1;,
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Reference of 6850-39-1, 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. 6850-39-1, name is 3-Aminocyclohexanol. A new synthetic method of this compound is introduced below.

Treat a mixture of 3-hydroxycyclohexyl amine (10 g, 86.96 mmol), potassium carbonate (18 g, 130 mmol), ethyl acetate (150 mL) and water (70 mL) with benzyl chloroformate (22.17 g, 130 mmol). Stir the reaction at room temperature for 12 hours. Separate the organic layer, dry the organic over sodium sulfate, filter and concentrate. Add diethyl ether to the residuer. Filter the resulting white precipitate and air dry to afford 19.1 g of the title compound (88%). MS (m/z): 250 (M+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6850-39-1, 3-Aminocyclohexanol, and friends who are interested can also refer to it.

Reference:
Patent; Aicher, Thomas Daniel; Anzeveno, Peter Biagio; Li, Renhua; Krasutsky, Alexei Pavlovych; Mabry, Thomas Edward; Saeed, Ashraf; Snyder, Nancy June; Stephenson, Gregory Alan; Tian, Hongqi; Wallace, Owen Brendan; Winneroski, JR., Leonard Larry; Xu, Yanping; US2009/111800; (2009); A1;,
Alcohol – Wikipedia,
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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. 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol, the common compound, a new synthetic route is introduced below. Formula: C7H6BrClO

(2) To a solution of 2.08 g (9.39 mol) of 5-bromo-2-chlorobenzylalcohol in 30 ml of dry diethyl ether was added dropwise 1.27 g (4.23 mmol) of phosphorous tribromide with ice-cooling. The mixture was stirred with ice-cooling for 3 hours and stirred at room temperature for 1.5 hours. To the reaction solution were added ice water and then tert-butyl methyl ether. The mixture was stirred for 30 minutes and separated. The organic layer was washed successively with an about 5% aqueous solution of sodium bicarbonate and water, then dried and concentrated. The solid residue (1.99 g) was subjected to silica gel column chromatography (eluted with n-hexane) to obtain 1.88 g of 5-bromo-2-chlorobenzylbromide as flocculent crystals.

The synthetic route of 149965-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; US6489487; (2002); B1;,
Alcohol – Wikipedia,
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