Month: June 2021

Related Products of 7287-81-2, 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.

To 1 mL of a 0 C. 0.3M solution of the corresponding aryl fluoride in tetrahydrofuran ?THF? (0.3 mmol) was added 0.6 mL of a 1 M solution of potassium t-butoxide in THF (0.6 mmol) and 0.3 mL of a 1 M solution of the corresponding alcohol (0.3 mmol) in THF. The resultant mixtures were shaken and allowed to warm to room temperature over approximately 72 hours. The solvent was removed in vacuo using a Genevac HT-12 to obtain a sample that was then purified by reverse phase HPLC.

According to the analysis of related databases, 7287-81-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc; US2009/170886; (2009); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 1205037-95-1, 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 1205037-95-1, name is trans-3-Aminocyclobutanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

In an ice bath, 25.4 mg (0.635 mmol) sodium hydride (60% dispersion in mineral oil) were dispensed in 2 mL of anhydrous THF. 52.9 mg (0.43 mmol) trans-3- aminocyclobutanol hydrochloride in 2 mL of a 1 : 1 mixture of anhydrous DMF and anhydrous THF were slowly added. After complete addition, stirring at 0C was continued for 15 min. 100 mg (0.287 mmol) of 6-chloro-3-(5-methoxy-1 -benzofuran- 2-yl)imidazo[1 ,2-b]pyridazine were added, the ice bath was removed and the resulting mixture was stirred for 72 h at 40 C. The reaction mixture was cooled to rt and a freshly prepared mixture of 9 mg (0.225 mmol) sodium hydride (60% dispersion in mineral oil) and 18 mg (0.146 mmol) trans-3-aminocyclobutanol hydrochloride in 1 mL of a 1 : 1 mixture of anhydrous DMF and anhydrous THF were added to the reaction mixture. Stirring at 40 C was continued for 18 h. The reaction mixture was carefully poured into water. The aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, and concentrated. The crude product was purified by HPLC to give 54 mg of the title compound as a solid material. 1H-NMR (300 MHz, DMSO-d6), delta [ppm] = 2.53 (4H), 3.68-3.77 (1 H), 3.79 (3H), 5.47- 5.58 (1 H), 6.90 (1 H), 7.00 (1 H), 7.26 (1 H), 7.48-7.57 (2H), 8.09-8.17 (2H). LC-MS (Method 3): Rt = 0.76 min; MS (ESIpos) m/z = 351 [M+H]+.

According to the analysis of related databases, 1205037-95-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Intellectual Property GmbH; EIS, Knut; PUeHLER, Florian; ZORN, Ludwig; SCHOLZ, Arne; LIENAU, Philip; GNOTH, Mark, Jean; BOeMER, Ulf; GUeNTHER, Judith; HITCHCOCK, Marion; WO2013/34570; (2013); A1;,
Alcohol – Wikipedia,
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Electric Literature of 2516-33-8, 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 2516-33-8 as follows.

EXAMPLE 3 Cyclopropanecarboxyaldehyde, 2-(1-nonenyl)-,(Z)- A solution of cyclopropanemethanol, 2-(1-nonenyl)-, (21.6 g, 0.11 moles) in methylene chloride (25 ml) is added dropwise to a solution of pyridinium dichromate (79.8 g, 0.208 moles) in methylene chloride (200 ml) at room temperature under nitrogen. The reaction mixture is stirred overnight. The mixture is diluted with ether (500 ml), filtered through celite and then through a short column of silica gel. The solvents are stripped from the filtrate to give the crude product (21.6 g). Distillation at reduced pressure gives the product as a clear colorless oil (14.8 g, 69%), b.p. 81-86 C. (0.06 mm).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2516-33-8, its application will become more common.

Reference:
Patent; Warner-Lambert Company; US4562006; (1985); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 702-98-7, 2-Methyladamantan-2-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, HPLC of Formula: C11H18O, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C11H18O

COMPARATIVE EXAMPLE 1 Synthesis of 2-methyl-2-adamantyl alpha-trifluoromethylacrylate [MAFAC] from 2-methyl-2-adamantanol and alpha-trifluoromethylacryloyl Chloride A 500 ml flask was flushed with nitrogen to displace the air with nitrogen, and was charged with 83.1 g (0.50 mol) of 2-methyl-2-adamantanol, 101.2 g (1.0 mol) of triethylamine and 200 g of tetrahydrofuran. Then 118.9 g (0.75 mol) of alpha-trifluoromethylacryloyl chloride was dropwise added to the content in the flask over a period of about 1 hour, while the content was maintained at a reaction temperature of about 0 C. Then the content was stirred for 10 hours at room temperature. After completion of the reaction, the reaction mixture was washed with water and then with an aqueous saturated sodium chloride solution. The thus-obtained organic phase was subjected to column chromatography, and further, analyzed by NMR and mass spectrometry. Thus, 101.2 g (yield: 70.3%) of the object 2-methyl-2-adamantyl alpha-trifluoromethylacrylate was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,702-98-7, 2-Methyladamantan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; TOSOH CORPORATION; US2003/139613; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 7541-49-3, 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. 7541-49-3, name is 3,7,11,15-Tetramethylhexadec-2-en-1-ol. A new synthetic method of this compound is introduced below.

In a 100 mL round bottom flask, phytol (trans: cis (2:1) isomeric mixture of 34.9 mL, 100 mmol) and triethylamine (1.4 mL, 10 mmol) were added to toluene (100 mL), the reaction mixture was cooled down to -78 0C. Phosphorus tribromide (4.7 mL, 50 mmol) was added dropwise. After addition complete, the reaction mixture was warmed up to room temperature and stirred for 4 hours. Water (100 mL) was added dropwise to quench the reaction. Ethyl acetate (200 mL) was added and then washed with water (50 mL x 2) and brine (50 mL x 2) sequentially. The ethyl acetate solution was dried by Na2SO4 and concentrated in vacuo. The resulting residue was directly used for the next reaction. L-cysteine hydrochloride monohydrate (1.90 g, 10.73 mmol) and potassium carbonate (2.96 mg, 21.45 mmol) were added to ethanol (40 mL) and water (40 mL), the reaction was stirred at room temperature for 30 min, phytyl bromide (2.56 g, 7.15 mmol) was added. The reaction mixture was stirred at room temperature under argon for 4 hours. The precipitate obtained was washed by water, ethanol and dry in vacuum for 72 hours. White solid obtained was product which was directly used for the next reaction. Mono-methyl succinate (132 mg, 1 mmol), 2~S7-Aza-1 H-be?zotriazole- l -y[)-lj ,.}53-tetramelhy[urotiium hexalluoropho^phate ( 1.1 mg, 1.1 mmol) and N5N- diisopropyl-ethyl-amine (0.52 mL, 3 mmol) were mixed in THF (5 mL). The reaction solution was stirred at room temperature for ten minutes. 2-Amino-3-(3,7,l 1,15-tetramethyl- hexadec-2-enylsulfanyl)-propionic acid (399 mg, 1 mmol) was added to reaction mixture. The reaction solution was stirred at room temperature overnight. Ethyl acetate (50 mL) was added and then washed with saturated ammonium chloride aqueous solution (20 mL x 2), DI water (20 mL x 2) and brine (20 mL x 2) sequentially. The ethyl acetate solution was dried by Na2SO4 and concentrated in vacuo to afford a crude mixture of 1 : 1 trans isomers and 1 : 1 cis isomers of compound N-53, wherein the ratio of trans isomers to cis isomers is 7:3 (200 mg, 40%). 1H-NMR (500 MHz, MeOH-d4): delta 0.76-0.79 (m, 12H), 1.00-1.46 (m, 19H), 1.58 and 1.63 (s, 3H), 1.91-1.99 (m, 2H), 2.48-2.52 (m, 4H), 2.60-2.64 (m, IH), 2.87 (dd, J = 4.5, 14.0 Hz, IH), 3.04-3.07(m, IH), 3.14-3.18 (m, IH), 3.57 (s, 3H), 4.46-4.49 (m, IH), 5.12 (t, J = 7.5 Hz, IH). 13C-NMR (125 MHz, MeOH-d4): delta 20.12, 20.17, 20.23, 23.05, 23.14, 23.59, 25.52, 25.94, 25.96, 26.30, 26.31, 26.64, 29.19, 30.20, 30.40, 31.26, 32.87, 33.54, 33.79, 33.82, 33.88, 33.94, 33.97, 37.62, 37.71, 38.41, 38.50, 40.56, 40.95, 52.27, 53.40, 53.53, 121.43, 121.89, 140.87, 141.01; ES-MS: mass calcd for Chemical Formula: C28H5INO5S 513.3. Found (M+Na) m/z 536.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7541-49-3, its application will become more common.

Reference:
Patent; SIGNUM BIOSCIENCES, INC.; STOCK, Jeffry, B.; STOCK, Maxwell; RAPOLE, Keshava; LEE, Seung-yub; VORONKOV, Michael; PEREZ, Eduardo; CHEN, Shuyi; CHEN, Jinglong; GORDON, Joel; WO2010/56778; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 575-03-1, 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. 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, 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.

[Syntheses of 6a and 6b] ; The compounds 6 and 6b were synthesized in the same manner. Firstly, triethylamine (1.1 eq) was added to a suspension of 7-hydroxy-4-(trifluoromethyl)coumarin (1.0 g) and 2,4-dinitrobenzenesulfon 1 chloride or, 2-nitro-4-(trifluoromethyl)benzenesulfonyl chloride (1.1 eq) in dichloromethane (20 mL) at 0°C. Next, the obtained mixed solution was stirred at room temperature for 1 hour. The reaction solution was diluted with dichloromethane (200 mL), was washed with 1M hydrochloric acid (200 mL) and saturated saline (200 mL), and was dried over magnesium sulfate. The residue obtained by evaporating the solvent under a reduced pressure was refined by silica gel column-chromatography (dichloromethane), thereby obtaining each objective compound. Yields and instrumental analytical values of these compounds will be described below. 6a: 1.9 g (95percent) as a white crystal. m.p. 123-124.5° C (from benzene). 1H-NMR(270 MHz, [D]6-DMSO, TMS): delta= 9.13 (d, 4JH,H=2.3 Hz, 1H; aromatic), 8.64 (dd, 3JH,H= 8.7 Hz, 4JH,H=2.3 Hz, 1H; aromatic), 8.35 (d, 3JH,H= 8.7 Hz, 1H; aromatic), 7.79 (dd, 3JH,H=8.9 Hz, 8JH,H=1.5 Hz, 1H; aromatic), 7.54 (d, 4JH,H=2.5 Hz, 1H, aromatic), 7.32 (dd, 3JH,H=8.9, 4JH,H= 2.5 Hz, 1H; aromatic), 7.15 (s, 1H; aromatic). FTIR (KBr): nu = 1751 (CO, s), 1558(NO2, s), 1542 (NO2, s)cm-1. Elemental analysis (percent) calcd for C16H7 F3N2O9S: C 41.75, H 1.53, N6.09; found: C 41.74, H 1.63, N 5,92. FAB HRMS calcd for C16H8F3N2O9S (MH+): 460.9903; found: 460.9888. 6b: 2.0 g (95percent) as a white crystal. m.p. 134.5-136°C (from AcOEt-hexane). 1H-NMR (270 MHz, [D]6-DMSO, TMS): delta = 5.82 (s, 1H; aromatic), 8.33 (d, 4JH,H = 1.5 Hz, 2H; aromatic), 7.83 (dd, 3JH,H= 8.9 Hz, 4JH,H= 1.8 Hz, 1H; aromatic), 7.57 (t, 4JH,H= 2.2 Hz, 1H; aromatic), 7.34 (dt, 3JH,H= 8.9 Hz, 4JH,H= 2.2 Hz, 1H, aromatic), 7.15 (s, 1H; aromatic). FTIR (KBr): nu = 1752 (CO, s), 1557 (NO2, s) cm-1. Elemental analysis (percent) calcd for C17H7F6NO7S: C 42.25, H 1.46, N 2.90; found: C 42.24, H 1.55, N 2.72. FAB HRMS calcd for C17H8F6NO7S (MH+): 483.9926; found: 483.9925.

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 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin.

Reference:
Patent; Osaka Industrial Promotion Organization; EP1650200; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 3562-73-0, 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. 3562-73-0, name is 1-(4-Biphenylyl)ethanol, molecular formula is C14H14O, 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.

General procedure: In a typical reaction, alcohol (0.4 mmol) was mixed with AlCl3 (0.02 mmol, 5 mol%) and triphenylphosphine (PPh3, 0.02 mmol, 5 mol%) in nitromethane (1.0 mL). Thereafter the mixture was stirred at 80 C for 2 h. After the reaction, the mixture was cooled to room temperature, and the product was isolated using preparative thin layer chromatography (TLC, eluting solution: petroleum ether/ethyl acetate, 5/1 (v/v)). Tests for substrate scope were all performed with an analogous procedure.

According to the analysis of related databases, 3562-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Changhui; Pan, Bin; Gu, Yanlong; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 37; 6; (2016); p. 979 – 986;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts