Month: June 2021

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. 16545-68-9, name is Cyclopropanol. A new synthetic method of this compound is introduced below., name: Cyclopropanol

To a solution of 4-bromo-2-fluoropyridine (3000 mg, 17.05 mmol) and cyclopropanol (1287 mg, 22.16 mmol) in NMP (22.6 mL) was added sodium tert-butoxide (22.7 mL, 22.67 mmol) . After 50 min, the reaction mixture was partitioned between ethyl acetate and water (100 mL) . The organic layer was separated, washed with water, brine, dried over Na2SO4,filtered and concentrated. The resulting residue was purified by a flash column chromatography on silica gel (ISCO 40g SiO2column, eluting with 0-25% EtOAc/hexanes) to afford 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, 16545-68-9, Cyclopropanol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DEBENHAM, John S.; COX, Jason M.; LAN, Ping; SUN, Zhongxiang; FENG, Zhe; SUN, Chunrui; SEGANISH, W. Michael; LAI, Zhong; ZHU, Chen; BARA, Thomas; RAJAGOPANALAN, Murali; DANG, Qun; KIM, Hyunjin M.; HU, Bin; HAO, Jinglai; (112 pag.)WO2018/107415; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 14002-80-3 ,Some common heterocyclic compound, 14002-80-3, molecular formula is C6H12O3, 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.

LiOH (15.9 g, 37.9 mmol) in THF/MeOH/H2O (1:1:0.5, 62.5 mL) was added to a solution of 3-hydroxy-2,2-dimethylpropionate 14 (5 g, 37.9 mmol) in THF/MeOH (1:1, 25 mL) at 0 C. The solution was warmed to rt and stirred for 1.5 h, the reaction mixture was adjusted to pH 2 by addition of H2SO4. The solution was concentrated under reduced pressure to remove THF and the residue washed with H2O (10 mL), extracted with EtOAc (3 12 mL), dried over Na2SO4 and concentrated under reduced pressure to give the acid (3.3 g, 27.9 mmol, 73%) as a white solid. Benzyl bromide (1.9 mL, 16.1 mmol) was added to a solution of crude acid (2.0 g, 16.9 mmol) and K2CO3 (2.57 g, 18.6 mmol) in DMF (20 mL). The reaction mixture was stirred for 5 h then quenched by the addition of H2O (5 mL). The reaction mixture was extracted with Et2O (3 10 mL). The combined organic extracts were washed with brine (10 mL), dried over Na2SO4 and concentrated under reduced pressure. Purification by column chromatography using 9:1 to 3:2 hexanes/EtOAc as eluent gave the title compound 20 (3.04 g, 86%) as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14002-80-3, its application will become more common.

Reference:
Article; Finch, Orla C.; Furkert, Daniel P.; Brimble, Margaret A.; Tetrahedron; vol. 70; 3; (2014); p. 590 – 596;,
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 764-48-7, name is Ethylene Glycol Vinyl Ether. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C4H8O2

A mixture of Int-172-22 (7 g, 26.17 mmol), 23 (14.09 mL, 157 mmol), K2CO3 (4.34 g, 31.4 mmol), DPPP (521 mg, 1.3 mmol) and Pd(OAc)2 (59 mg, 0.26 mmol) in 60 mL H2O/toluene (9:1) was heated at 90oC for 24h. After the mixture was cooled to room temperature, concentrated HCl (15 mL) was slowly added and the mixture was stirred at room temperature for 1h. The product was extracted with EtOAc (3X). The organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The product was purified by column chromatography using hexanes/EtOAc (0 to 20% EtOAc in hexanes) and obtained as a pale yellow solid (1.3 g) in 27% yield. LCMS: (M+1) m/z = 184.

With the rapid development of chemical substances, we look forward to future research findings about 764-48-7.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; BLACKTHORN THERAPEUTICS, INC.; ROBERTS, Edward; GUERRERO, Miguel A.; URBANO, Mariangela; ROSEN, Hugh; JONES, Rob; LAXAMANA, Candace Mae; ZHAO, Xianrui; TURTLE, Eric Douglas; (331 pag.)WO2018/170492; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 27871-49-4, Adding some certain compound to certain chemical reactions, such as: 27871-49-4, name is (S)-Methyl 2-hydroxypropanoate,molecular formula is C4H8O3, 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 27871-49-4.

To a solution of Intermediate Gen-14-b (694 g, 6.67 mol, 1 eq.) in DCM (7 L) under stirring and nitrogen, are added 1H-imidazole (500 g, 7.34 mol, 1.1 eq.) and Intermediate Gen-9-b (1055 g, 7.00 mol, 1.05 eq.). The reaction mixture is cooled during the addition, then stirred at room temperature overnight under nitrogen. The reaction mixture is diluted in IPE (5.5 L), the organic layer is washed once with an aqueous 1 M HCl solution (2.8 L), once with a mixture of an aqueous 1 M HCl solution and brine (1/1) (1.4 L/1.4 L) and once with brine (2.8 L), dried over Na2SO4, filtered and evaporated to dryness to give Intermediate Gen-15-b. 1H NMR (300 MHz, CDCl3-d) delta ppm 4.34 (1H, q), 3.73 (3H, s), 1.40 (3H, d), 0.91 (9H, s), 0.90 (6H, d)

According to the analysis of related databases, 27871-49-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANIERE, Laurent Raymond Maurice; HUCK, Jacques; DYKES, Graeme James; SCHMITT, Benoit Antoine; BLANC, Javier; BUTLER, Anna Sara; BONNATERRE, Florence Marie-Emilie; BEAUMONT, Stephane Nicolas Alain; US2015/80391; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 402-63-1, name is 1-(3-Fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C8H9FO

Example 101 1-(3-Fluorophenyl)ethyl N-{2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}carbamate 2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]aniline (98 mg) was added to toluene/triethylamine = 10/1 (10 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (150 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 3-fluoro-alpha-methylbenzyl alcohol (70 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (49 mg, yield 31%). 1H-NMR (CDCl3, 400 MHz): 8.78 (1H, s), 8.34 (1H, d, J = 9.3 Hz), 8.13 (1H, s), 7.56 (1H, s), 6.97 – 7.38 (7H, m), 5.88 (1H, q, J = 6.5 Hz), 4.17 (3H, s), 4.17 (3H, s), 4.10 (3H, s), 1.61 (3H, d, J = 6.8 Hz) Mass spectrometry value (ESI-MS, m/z): 499 (M++1)

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, 402-63-1, 1-(3-Fluorophenyl)ethanol.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 14320-38-8, 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 14320-38-8, name is Cyclopent-3-enol. This compound has unique chemical properties. The synthetic route is as follows.

C. ((Cyclopent-3-enyloxy)methyl)benzene To a cooled solution of cyclopent-3-enol (30.40 g, 0.36 mol) in THF (300 mL) at 0 C. was added NaH (18.82 g, 0.47 mol, 60% in mineral oil). After effervescence had ceased, benzyl bromide (80.45 g, 0.47 mol) was added dropwise at 0 C. over a 45 min period. The reaction mixture was allowed to warm to RT over a 6 h period. Excess NaH was quenched with MeOH (120 mL) at a temperature below 5 C. The mixture was warmed to RT, diluted with H2O, and the two layers were separated. The aqueous layer was extracted with EtOAc. The organic layers were combined, concentrated, and purified by column chromatography eluting with petroleum ether and EtOAc (PE/EA=40/1 to 30/1) to give the title compound as an oil (45.28 g, 72%). 1H NMR (400 MHz, CDCl3) delta ppm 2.38-2.41 (m, 2H), 2.49-2.54 (m, 2H), 4.20-4.24 (m, 1H), 4.42 (s, 2H), 5.62 (s, 2H), 7.17-7.28 (m, 5H).

According to the analysis of related databases, 14320-38-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; US2011/152273; (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. 50595-15-8, name is tert-Butyl 2-hydroxyacetate. A new synthetic method of this compound is introduced below., Safety of tert-Butyl 2-hydroxyacetate

A 100 mL round bottom flask, equipped with a magnetic stir bar, was charged with tert- butyl 2-hydroxyacetate (1.07 g, 8.10 mrnol) and 4,5-dichloro-2-(2,2,2-trifluoroethyl)pyridazin- 3(2H)-one (FCH Group; CAS: 97137-16-1 ; 2 g, 8.10 mrnol). The flask contents were placed under a dry nitrogen atmosphere and tetrahydrofuran (THF) (16 mL) was introduced via syringe. The resulting solution was stirred at ambient temperature as lithium bis(trimethylsilyl)amide (1.0 M in THF; 8.10 mL, 8.10 mrnol) was added dropwise. The reaction mixture was stirred at ambient temperature for 65 hours. The reaction mixture was diluted with ethyl acetate (30 mL) and washed with dilute aqueous citric acid (2 x 10 mL) and with brine (1 x 10 mL). The organic layer was dried over anhydrous MgSC , filtered and concentrated under reduced pressure to give a crude mixture that was purified via column chromatography (Si(, 10-35percent ethylacetate/heptanes) to give the earlier eluting title compound A (577 mg, 1.7 mrnol, 21percent yield) and the later eluting title compound B (768 mg, 2.2 mrnol, 28percent yield). Title compound A:JH NMR (400 MHz, CDC13) delta ppm 7.77 (s, 1H), 5.21 (s, 2H), 4.71 (q, J = 8.3 Hz, 2H), 1.45 (s, 9H); MS (ESI+) m/z 343 (M+H)+. Title Compound B:JH NMR (400 MHz, CDC13) delta ppm 7.68 (s, 1H), 4.80 (q, 8.3 Hz, 2H), 4.80 (s, 2H), 1.50 (s, 9H); MS (ESI+) m/z 343 (M+H)+.

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, 50595-15-8, tert-Butyl 2-hydroxyacetate.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; BROWN, Brian, S.; MURAUSKI, Kathleen; (673 pag.)WO2019/90069; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 765-04-8, 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. 765-04-8, name is Undecane-1,11-diol, molecular formula is C11H24O2, 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.

In a 250 mL round bottom flask, 1,11-undecanediol (2.62 g, 14 mmol) was suspended in toluene (50 mL). Glacial acetic acid (8.41 g, 140 mmol), water (2.5 mL), and concentrated sulfuric acid (82 mg, 0.84 mmol) were added, and the reaction mixture was heated to reflux temperature. The progress of the reaction was monitored by GC-MS. After 4 hours of reflux, the flask was removed from the heating bath and allowed to cool to room temperature. The contents of the flask were transferred to a separatory funnel and washed with water (25 mL), 10% sodium bicarbonate (2×25 mL), water (25 mL), and brine (25 mL). The organic phase was dried over sodium sulfate, filtered, and the solvent was removed under reduced pressure to yield 3.08 g (96% yield) of a water-clear liquid, which crystallized on standing at room temperature overnight. Analysis of the final product by gas chromatography-flame ionization detector (GC-FID) (Varian 3600) confirmed the product composition as 73% monoacetate, 14% diol, and 13% diacetate.

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 765-04-8, Undecane-1,11-diol.

Reference:
Patent; Wicki, Markus A.; Nielsen, Kent E.; US2005/143599; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 15852-73-0, Adding some certain compound to certain chemical reactions, such as: 15852-73-0, name is (3-Bromophenyl)methanol,molecular formula is C7H7BrO, 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 15852-73-0.

General procedure: 1 mmol of the substrate (alcohol, phenol or amine) wasadded to a mixture of RHA/TiO2(30percent) (20 mg) and aceticanhydride (1.5 mmol per OH/NH2 group) and the resulting mixture was stirred at room temperature. After completionof the reaction (mentioned by TLC), dichloromethane(20 mL) was added and the catalyst was separated byfiltration. The organic phase was washed with 10percent aqueoussolution of sodium bicarbonate (2 20 mL) and dried overNa2SO4. The solvent was removed under reduced pressureto afford the desired product in good to high yields. Thespectral (IR, 1H and 13C NMR) data of new compounds arepresented below:

According to the analysis of related databases, 15852-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Seddighi, Mohadeseh; Shirini, Farhad; Goli-Jolodar, Omid; Comptes Rendus Chimie; vol. 19; 8; (2016); p. 1003 – 1010;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 2002-24-6, Adding some certain compound to certain chemical reactions, such as: 2002-24-6, name is 2-Aminoethanol hydrochloride,molecular formula is C2H8ClNO, 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 2002-24-6.

Free, i.e., monomeric HMPA was reacted with MEA hydrochloride in the presence of a molecular sieve additive. Conditions of the reaction, conversions and selectivities are shown in Table 12.

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. 2002-24-6, 2-Aminoethanol hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Monsanto Technology LLC; US2005/54871; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts