Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-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, 101597-25-5, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C17H16O3

Step 7; The product of Step 6 (4.8 g), was dissolved in dichloromethane (150 mL) in a 3-necked 100 mL round bottom flask, followed by addition of p-toluenesulfonic acid monohydrate (0.4 g). 1 ,1-Bis(4-methoxyphenyl)-2-propyn-1-ol (3.8 g) was added to the reaction mixture slowly. The mixture was stirred at room temperature. After one hour, more 1 ,1-bis(4-methoxyphenyl)-2- propyn-1-ol, (0.4 g) was added to the reaction mixture. After stirring for two hours, the reaction was worked up with the addition of saturated aqueous NaHC03 (100 mL). The resulting organic layer was collected and dried over anhydrous MgS04. The organic layer was concentrated under vacuum to provide product (8.7 g). The product was purified by column chromatography using silica gel and as eluent, a mixture of hexanes/EtOAc,( v/v, 4/1 ) to yield 2 g product. The product was foamed under vacuum and scratched with spatula to provide a solid material. The solid was slurried over methanol (30 mL), filtered and washed with methanol (2 x 20 mL) to provide a grayish product (1.4 g). NMR analysis of the product indicated a structure that was consistent with 3,3-bis-(4-methoxyphenyl)-7-chloro-13,13-dimethyl-3H, 13H- indeno[2′,3′:3,4]naphtho[1 ,2-b]pyran represented by the following graphic formula:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,101597-25-5, its application will become more common.

Reference:
Patent; TRANSITIONS OPTICAL, INC.; WO2012/82999; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 145691-59-4, name is (3,5-Dibromophenyl)methanol, the common compound, a new synthetic route is introduced below. Quality Control of (3,5-Dibromophenyl)methanol

To a cooled (dry ice) mixture of 3, 5 -dibromobenzyl alcohol (1 g, 3.8 mmol) and PdCl2(dppf)[0.07 eq] in dry THF (10 mL) was added 1.1 M Et2Zn (15 mL, 16 mmol, 4.4 eq). The resulting mixture was allowed to warm to RT, stirred at 45¡ãC (programmed block temperature, overnight). To bring the reaction to completion (disappearance of both starting material and monoalkylated product) additional 1.1 M Et2Zn (10 mL, 11 mmol, 2.9 eq) was added with continued stirring at 45¡ãC (again overnight). After cooling, the reaction mixture was then added to a stirred mixture of dilute HCl and heptane/EtOAc (2: 1; -200 mL), and the organic layer was dried (Na2S04), filtered, and evaporated. Chromatography (10percent> EtO Ac/heptane) gave 0.33 g (yield of 53percent) of title product. 1H NMR (300 MHz, CDC13) delta 1.22 (t, 6 H), 1.65 (br s, 1 H), 2.61 (q, 4 H), 4.66 (s, 2 H), 6.95-7.05 (m, 3 H).

The synthetic route of 145691-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; GLICK, Gary, D.; HURD, Alexander, Ross; VAN HUIS, Chad, Alan; WO2011/35124; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol. A new synthetic method of this compound is introduced below., name: (3-Bromo-2-methylphenyl)methanol

Step B: 5-Bromo-4-methyl-2-benzofuran-U3H)-one: To a flask charged with (3-bromo-2- methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution of ThalliumTrifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 min to ensure complete removal of TFA. To the residue was then added palladium(II) chloride (529 mg, 2.98 mmol), lithium chloride (2.53 g, 59.7 mmol), magnesium oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushed with CO twice, and kept under CO at RT. Analysis by LC showed a formation of product within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The solution was filtered through a celite pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to provide the title compound

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, 83647-43-2, (3-Bromo-2-methylphenyl)methanol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TANG, Haifeng; PIO, Barbara; TEUMELSAN, Nardos; PASTERNAK, Alexander; DEJESUS, Reynalda; WO2013/62892; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 53463-68-6, 10-Bromodecanol, 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, 53463-68-6, blongs to alcohols-buliding-blocks compound. COA of Formula: C10H21BrO

DHP (6 mL, 65.82 mmol) and PPTS (127 mg, 0.50 mmol) were added to a solution of bromo-alcohol (12 g, 50.63 mmol) in 100 mL of CH2Cl2 and the mixture was stirred for 16 h. The reaction mixture was quenched with 2 M Na2CO3 solution and extracted with CH2Cl2. The organic layer was dried over Na2SO4, concentrated under reduced pressure. Purification by flash column (6percent EtOAc/hexanes) yielded 16 (14.9 g, 92percent) as a colorless oil. Rf=0.65 (10percent EtOAc/hexanes); 1H NMR (500 MHz, CDCl3): delta 4.54 (dd, J=3.9, 2.9 Hz, 1H), 3.83 (ddd, J=11.7, 8.7, 2.9 Hz, 1H), 3.69 (dt, J=9.7, 6.8 Hz, 1H), 3.47 (m, 1H), 3.36 (m, 3H), 1.81 (m, 3H), 1.67 (m, 1H), 1.53 (m, 6H), 1.39 (m, 2H), 1.28 (m, 10H); 13C NMR (75 MHz, CDCl3): delta 98.7, 67.5, 62.2, 33.9, 32.7, 30.6, 29.6, 29.3, 29.2, 28.6, 28.0, 26.1, 25.4, 19.5; IR (neat): numax 2924, 2855, 1454, 1354, 1126, 1072, 1028 cm?1; HRMS (ESI): calcd for C15H29O2NaBr [M+Na]+ 343.1248; found 343.1251.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53463-68-6, its application will become more common.

Reference:
Article; Kadam, Vilas D.; Sudhakar, Gangarajula; Tetrahedron; vol. 71; 7; (2015); p. 1058 – 1067;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 2215-78-3 ,Some common heterocyclic compound, 2215-78-3, molecular formula is C13H12O2, 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.

First, 2-amino-6-methylnicotinic acid (3.04 g) was suspended in m-xylene (20 mL), potassium carbonate (4.15 g) was added thereto, followed by stirring for 30 minutes at 40 C. to obtain Solution 1. On the other hand, (4-phenoxyphenyl)methanol (4.00 g) was dissolved in m-xylene (7 mL), thionyl chloride (1.46 mL) was added dropwise at ice-cold temperature, followed by stirring for 30 minutes while returning to the room temperature. Then, hydrogen chloride, sulfur dioxide and thionyl chloride in the system were evaporated, Solution 1 was added, tetrabutylammonium bromide (194 mg) was added, followed by stirring under heating for 4 hours at 110 C. The reaction solution was cooled to room temperature and about 95% of m-xylene was evaporated under reduced pressure. Ice water was added to the residue, followed by stirring for 30 minutes at room temperature. The precipitated crystal was collected by filtration and dried and 6.39 g (yield of 95.7%, volume efficiency of 25%) of the target substance (compound 2 described in Table 1) was obtained.

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. 2215-78-3, (4-Phenoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AGRO-KANESHO CO., LTD.; AIZAWA, Ryo; ARAKI, Koichi; (6 pag.)US2018/362464; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 145691-59-4, name is (3,5-Dibromophenyl)methanol. A new synthetic method of this compound is introduced below., Recommanded Product: 145691-59-4

Step 2: To a mixture of (3,5-dibromophenyl)methanol (1 g, 3.759 mmol, 1 equiv) and PdCI2(dppf).CH2Cl2 complex (0.21 g, 0.263 mmol, 0.07 equiv) in 10 mL of dry THF at -70 ¡ãC was added 1 M diethyl zinc in hexane (15 mL). The resulting mixture was allowed to warm to room temperature, and stirred at 45 ¡ãC for overnight. To drive the reaction to completion, additional 11.3 mL of 1 M diethyl zinc in hexane was added with continued stirring at 45 ¡ãC for overnight. After cooling, the reaction mixture was added to a stirred mixture of dilute HCI and EtOAc. Organic layer was separated, washed with water, dried over Na2S04, filtered, and concentrated in vacuo to afford crude product. The crude product was purified by flash column chromatography with silica gel cartridge using gradient elution of 0 to 10percent EtOAc in Hexane. The collected fractions with pure product were combined and concentrated in vacuo to afford (3,5-diethylphenyl)methanol as colorless liquid (0.2 g, 32percent). LC-MS (ES) m/z = 147.2 [M+H]+. H NMR (400 MHz, DMSO-d6) delta ppm 1.14 (t, J = 7.2 Hz, 6H), 2.50 – 2.56 (m, 4H), 4.41 (d, J = 5.2 Hz, 2H), 5.01 (t, J = 5.6 Hz, 1 H), 6.87 (s, 1 H), 6.93 (s, 2H).

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, 145691-59-4, (3,5-Dibromophenyl)methanol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; (153 pag.)WO2017/46739; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 2077-19-2 ,Some common heterocyclic compound, 2077-19-2, molecular formula is C9H11BrO, 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 Palladium Mediated Coupling Procedure; The following general procedure illustrates the method used for Pd mediated N-arylation of the pyrrolidin-2-one moiety with the corresponding aryl bromide: To a sealed tube was added 3- [5-fluoro-2- (4-methyl-piperazin-1-yl)-benzyl]-pyrrolidin-2-one (Preparation 13), aryl bromide (1.2 equiv), dipalladium tris (dibenzylideneacetone) (0.05 equiv), 9, 9-dimethyl-4, 5- bis (diphenylphosphino) xanthene (XANTPHOS) (0.15 equiv), cesium carbonate (1.5 equiv), and dioxane (7 volumes). The mixture was heated at 100 C for 12 to 24 hours. After cooling to room temperature, the mixture was concentrated in vacuo and was purified by silica gel chromatography. The following compounds were prepared via the general procedure above:; Example 1; 3-r5-Fluoro-2-(4-methyl-piperazin-1-vl)-benzvil-1-14-(1-hvdroxv-1-methyl-ethyl)-phenvll-pyrrol idin- 2-one:; 3- [5-Fluoro-2- (4-methyl-piperazin-1-yl)-benzyl]-1- [4- (1-hydroxy-1-methyl-ethyl)-phenyl]- pyrrolidin-2-one : 13C NMR (100 MHz, CDCI3) d 24.8, 31.9, 32. 5, 44. 7, 46.0, 46.9, 52.9, 55.7, 72.4, 113.9, 114.1, 116.8, 117.1, 119.7, 1222.4, 122.5, 125.2, 137.8, 137. 9, 138.2, 145.6, 147. 9, 158. 6, 161.1, 175.5 ; MS (AP/CI) 426.3 (M+H) +. The enantiomers were separable by HPLC (90/10 heptane/ethanol ; Chiralcel OD, 10 cm x 50 cm; 275 mL/minute). Approximate retention times: t1 = 12.7 minutes; t2 = 14.8 minutes

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. 2077-19-2, 2-(4-Bromophenyl)propan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/90300; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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 55362-80-6, name is 9-Bromononan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C9H19BrO

To a solution of concentrated nitric acid (10 mL, 258 mmol) 9-bromononanol (1 gr, 4.48 mmol) was added over a period of 30 minutes, maintaining a temperature of 25-30 0C. The solution was stirred at room temperature for 4 hours, then heated to 80 0C and stirred for an additional hour. The reaction mixture was then cooled back to room temperature and diluted carefully with 100 mL of distilled water. The product was extracted with diethyl ether (4×25 mL) after which the organic phases where combined and dried over magnesium sulfate. The mixture was then filtered and concentrated in vacuo to yield product 4a quantitatively. 1H-NMR (200 MHz, CDCl3): 1.3-1.5 (m; 8H), 1.59-1.71 (m; 2H), 1.78-1.92 (m; 2H), 2.36 (t; / = 7.4 Hz ;2H), 3.40 (t; /= 6.8 Hz; 2H), 9.8 (m, IH).

With the rapid development of chemical substances, we look forward to future research findings about 55362-80-6.

Reference:
Patent; NATIONAL INSTITUTE FOR BIOTECHNOLOGY IN THE NEGEV; MEIJLER, Michael M.; AMARA, Neri; RAYO, Josep; WO2011/1419; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, molecular formula is C17H16O3, 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. Formula: C17H16O3

Example 11.20 g (2.3 mmol) of a naphthol compound represented by the following formula (19) and 0.80 g (3.0 mmol) of a propargyl alcohol compound represented by the following formula (20) were dissolved in 70 ml of toluene, 0.022 g of p-toluenesulfonic acid was further added to the resulting solution, and the obtained mixture was stirred under reflux by heating for 1 hour.After the reaction, the solvent was removed, and the obtained product was purified by chromatography on silica gel to obtain 1.35 g of a white powder product. The yield rate was 76 %.The elemental analysis values of this product were 80.70 % of C, 6.79 % of H and 12.51 % of O which were almost equal to the calculated values of C52H52O6 (C: 80.80 %, H: 6.78%, O: 12.42 %).When the proton nuclear magnetic resonance spectrum of the product was measured, it showed 18H peaks based on the methyl proton of a tetramethylcyclohexane ring and a methylene proton at delta of around 1.0 to 3.0 ppm, a 15H peak based on the methyl proton of a methoxy group at delta of around 2.3 to 4.5 ppm and 19H peaks based on an aromatic proton and the proton of an alkene at delta of around 5.6 to 9.0 ppm. Further, when the 13C-nuclear magnetic resonance spectrum was measured, it showed a peak based on the carbon of an aromatic ring at delta of around 110 to 160 ppm, a peak based on the carbon of an alkene at delta of around 80 to 140 ppm and a peak based on the carbon of an alkyl at delta of around 20 to 60 ppm.It was confirmed from the above results that the isolated product was a compound represented by the following formula (21).

With the rapid development of chemical substances, we look forward to future research findings about 101597-25-5.

Reference:
Patent; Tokuyama Corporation; EP2479171; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 13826-35-2, 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. 13826-35-2, name is (3-Phenoxyphenyl)methanol, molecular formula is C13H12O2, 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: The liquid phase oxidative methylesterification of various substrates was carried out in a 15 mL glass vial equipped with a magneticstirrer. In a general procedure, 1 mmol of the substrate wasadded to the reaction vial containing 3 mL of dimethyl sulfoxide(DMSO), 1 mL of distilled water and 10 mg of the catalyst. To theresulting mixture, 70% aqueous TBHP (4 mmol 12 mmol) wasadded dropwise under continuous stirring. The addition of TBHPwas exothermic. The reaction vial was sealed with a Teflon septumfitted aluminium cap and immersed in an oil bath maintained at100 C. The reaction was continued for 20 h. After the reaction,the catalyst was isolated by centrifugation and the filtrate wasmixed with 100 mL of water in a 250 mL separating funnel. Theorganic compounds were extracted from the aqueous mixtureusing ethyl acetate (50 mL 2 times). The organic portion wascombined and dried over Na2SO4 and evaporated under vacuumusing a rotator evaporator to obtain the crude product. The crudeproducts were purified by column chromatography using silicagel (100-200 mesh) and a mixture of petroleum ether and ethylacetate. The products were initially identified by GC-MS andfinally confirmed by NMR spectroscopy.

According to the analysis of related databases, 13826-35-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gupta, Shyam Sunder R.; Kantam, Mannepalli Lakshmi; Vinu, Ajayan; Journal of Catalysis; vol. 389; (2020); p. 259 – 269;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts