Tag: M.W=100-200

597-31-9, 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. 597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal, molecular formula is C5H10O2, 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.

Synthesis of 2,2-dimethyl-3-hydroxypropanal 73.6 g, 2-butyl-2-ethyl-1,3-propanediol 111.8 g, benzene 705g to particulate Nafion (trade name “NR-50”, Sigma-Aldrich put the Ltd.) 3.0 g round bottom flask 2L,while azeotroping with benzene produced water under normal pressure, allowed to react until distillation of water stopped and withdrawn out of the system using a Dean-Stark apparatuss. Filtration, concentrated by vacuum distillation, 2- (5-butyl-5-ethyl-1,3-dioxan-2-yl) -2-methylpropan-1-ol was obtained in a yield of 99%.

The chemical industry reduces the impact on the environment during synthesis 597-31-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MITSUBISHI GAS CHEMICAL COMPANY INCORPORATED; IKENO, TAKETO; YOKOBORI, UMI; SATO, HIDEYUKI; TSUJIMOTO, TOMOO; (27 pag.)JP2016/13988; (2016); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

402-63-1 , The common heterocyclic compound, 402-63-1, name is 1-(3-Fluorophenyl)ethanol, molecular formula is C8H9FO, 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.

a 1-Fluoro-3-(1-(4-nitrophenoxy)-ethyl)-benzene Prepared in analogy to example 16a) from 1-(3-fluoro-phenyl)-ethanol (Balasubramanian et al., Synth. Commun., 1994, 24 (8), 1049) and 4-nitrophenol. Yellow oil. Yield=77%. MS: m/e=261.2 (M+).

According to the analysis of related databases, 402-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jolidon, Synese; Rodriguez Sarmiento, Rosa Maria; Thomas, Andrew William; Wyler, Rene; US2003/232883; (2003); 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. 702-82-9, name is 3-Aminoadamantan-1-ol, the common compound, a new synthetic route is introduced below. 702-82-9

A mixture of 4.89 parts of Salt (I-9), 1.67 parts of a compound represented by the formula (IV-2) and 50 parts of acetonitrile was stirred at 23 C. for 5 hours. The mixture was concentrated and then, 30 parts of chloroform and 15 parts of ion-exchanged water were added to the residue obtained. The mixture obtained was separated to obtain an organic layer. The organic layer was washed with 15 parts of ion-exchanged water and then, concentrated. The residue obtained was dissolved in 20 parts of acetonitrile, and the solution obtained was concentrated. To the residue, 20 parts of ethyl acetate was added. The mixture obtained was concentrated.The residue obtained was mixed with 20 parts of tert-butyl methyl ether. The mixture obtained was stirred and then, the supernatant solution was removed. The residual layer was concentrated, and the residue obtained was mixed with 20 parts of ethyl acetate. The mixture obtained was stirred and the supernatant solution was removed. The residual layer was concentrated to obtain 4.75 parts of the salt represented by the formula (B1-22).Yield: 81% based on Salt (I-9)Yield: 81% based on the salt represented by the formula (II-1).

The synthetic route of 702-82-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; US2011/201823; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 558-42-9, 1-Chloro-2-methyl-2-propanol, 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, 558-42-9, blongs to alcohols-buliding-blocks compound. 558-42-9

To a solution of 4-hydroxy-3,5-dimethylbenzonitrile (2.00 g, 13.5 mmol) and 1-chloro-2-methyl propan-2-ol (8.85 g, 81.5 mmol) in ethanol (50 mL) was added potassium carbonate (7.5 g, 54 mmol) and water (5 mL). The reaction mixture was stirred at reflux for 24 h and cooled to room temperature. The precipitated solid was filtered off and washed with water. The solid was dissolved in ethyl acetate (100 mL), washed with water (50 mL), brine (50 mL), and dried over anhydrous Na2SO4. Removal of solvent gave 4-(2-hydroxy-2-methylpropoxy)-3,5-dimethyl benzonitrile (2.9 g, 97percent) as a white solid.To a solution of 4-(2-hydroxy-2-methylpropoxy)-3,5-dimethyl benzonitrile (2.90 g, 13.2 mmol) in anhydrous DMF (20 mL) was added imidazole (2.7 g, 40 mmol) and tert-butyidimethylsilylchloride (2.19 g, 14.6 mmol). The reaction mixture was stirred at room temperature under nitrogen for 3 d. Water (200 mL) was added and the mixture was extracted with ethyl acetate (200 mL). The organic layer was washed with water (2.x.100 mL) and brine (100 mL), and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure and the crude compound was purified by column chromatography to give 4-[2-(tert-butyidimethylsilanyloxy)-2-methylpropoxy]-3,5-dimethylbenzonitrile (2.24 g, 54percent). N-Butyl lithium (6.2 mL, 6.6 mmol, 1.6 M solution in hexanes) was added to a solution of 2,4-dimethoxy-6-N-dimethylbenzamide (0.9 g, 4.3 mmol) in anhydrous THF (10 mL) drop-wise at -10¡ã C. over a period of 10 min under nitrogen. The stirring was continued at 0¡ã C. for 1 h. The reaction mixture was cooled to -50¡ã C. A solution of 4-[2-(tert-butyldimethylsilanyloxy)-2-methylpropoxy]-3,5-dimethylbenzonitrile (1.58 g, 4.73 mmol) in anhydrous THF (5 mL) was quickly added. The cooling bath was removed and the reaction mixture was allowed to warm to room temperature. The stirring was continued at room temperature for 1 h. An aqueous ammonium chloride solution (10 mL) was added followed by ethyl acetate (100 mL). The organic layer was separated, washed with water (10 mL) and dried (Na2SO4). The solvent was removed under reduced pressure and the crude compound was purified by column chromatography (silica gel 230-400 mesh; 0-5percent methanol in CH2Cl2 as eluent) to give 3-{4-[2-(tert-butyidimethylsilanyloxy)-2-methylpropoxy]-3,5-dimethylphenyll-6,8-dimethoxy-2H-isoquinolin-1-one (0.82 g, 37percent), as a white solid.The above compound (0.42 g, 0.82 mmol) was dissolved in anhydrous THF (20 mL). Tetrabutylammonium fluoride (4.1 mL, 1.0 M solution in THF) was added at 0¡ã C. The reaction mixture was stirred at 0¡ã C. for 10 min, then at room temperature for 2 h and then stirred at 70¡ã C. for 24 h. The mixture was cooled to room temperature. Saturated aqueous ammonium chloride (30 mL) was added. The organic layer was separated, washed with water, brine, and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. The crude product was purified by column chromatography (silica gel 230-400 mesh; 0-4percent methanol in CH2Cl2 as eluent) to give 3-(4-(2-hydroxy-2-methylpropoxy)-3,5-dimethylphenyl)-6,8-dimethoxyisoquinolin-1(2H)-one (0.15-g, 46percent), as a white solid. Selected data: MS (ES) m/z: 397.98; MP 252-254¡ã C. at decomposition.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,558-42-9, its application will become more common.

Reference:
Patent; Wong, Norman C.W.; Tucker, Joseph E.L.; Hansen, Henrik C.; Chiacchia, Fabrizio S.; McCaffrey, David; US2008/188467; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

105-30-6, 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. 105-30-6, name is 2-Methylpentan-1-ol, the common compound, a new synthetic route is introduced below.

2-Methyl-1-iodopentane Triphenylphosphine (1.93 g, 7.358 mmol) and imidazole (0.5 g, 7.344 mmol) were dissolved in dichloromethane (5.0 ml), and the solution was stirred for 5 minutes. Then, iodine (1.86 g, 7.328 mmol) was added thereto, and the mixture was stirred for 10 minutes. A dichloromethane (2.0 ml) solution of 2-methyl-1-pentanol (0.5 g, 5.672 mmol) was added dropwise thereto, and the mixture was stirred at room temperature for 1.5 hours. After the reaction was confirmed by TLC to be complete, the reaction solution was filtered through celite, and a 5% aqueous sodium thiosulfate solution was added to the filtrate to remove iodine. The organic layer was washed twice with saturated saline and dehydrated over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and then, the residue was purified using silica gel column chromatography (hexane) to obtain 2-methyl-1-iodopentane (0.56 g, yield: 54%).

Statistics shows that 105-30-6 is playing an increasingly important role. we look forward to future research findings about 2-Methylpentan-1-ol.

Reference:
Patent; Tohoku University; Kake Educational Institution; Abe, Takaaki; Katori, Yukio; Honkura, Yohei; Nanto, Fumika; Hayashi, Kenichiro; (77 pag.)US2019/224165; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

456-47-3, 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 456-47-3, name is 3-Fluorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: NaH (60% in mineral oil, 0.04 g, 1 mmol) was added to a stirredsolution of the appropriate benzyl alcohol derivative (1 mmol) inanhydrous DMF (3 mL) at room temperature and stirring wascontinued for 1 h. Commercially available 2-amino-3-chloropyrazine (0.13 g, 1 mmol) was added to the reactionmixture which was further stirred at 100 C for 15 h. After cooling,the solvent was evaporated and the residue was partitioned betweenwater and dichloromethane. The organic layer was driedover anhydrous Na2SO4, filtered, and concentrated. The residuewaspurified by flash column chromatography (SiO2, EA/n-Hex 1/5).

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 456-47-3, 3-Fluorobenzyl alcohol.

Reference:
Article; Elkamhawy, Ahmed; Park, Jung-eun; Hassan, Ahmed H.E.; Pae, Ae Nim; Lee, Jiyoun; Paik, Sora; Park, Beoung-Geon; Roh, Eun Joo; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 268 – 278;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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 115-20-8 as follows., 115-20-8

General procedure: A typical procedure was as follows. Vinyl acetate (5.0mmol), benzyl alcohol (1.0mmol), and solvent (2.0mL) were added to a glass ampoule which had been degassed and filled with nitrogen. A solution of TBZL (0.1mmol) in THF was added under a nitrogen atmosphere to the ampoule placed in a constant-temperature bath. Then the mixture was kept at 25 or 0C and stirred. After a prescribed period, the mixture was diluted with CDCl3 and transformed in a NMR tube. Conversion of the reaction was determined by 1H NMR at 400MHz.

The chemical industry reduces the impact on the environment during synthesis 115-20-8, I believe this compound will play a more active role in future production and life.

Reference:
Article; Oshimura, Miyuki; Oda, Yuki; Kondoh, Keita; Hirano, Tomohiro; Ute, Koichi; Tetrahedron Letters; vol. 57; 19; (2016); p. 2070 – 2073;,
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. 402-63-1

In a round-bottomed flask, 400 mg of (S)-2-chloro-8-trifluoromethyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one (Example 1d) are introduced into 20 ml of tetrahydrofuran, 1.6 g of resin-supported triphenylphosphine (3 mmol/g) and 663 mg of 1-(3-fluorophenyl)ethanol. The reaction mixture is then stirred at ambient temperature for 5 minutes, before the addition of 0.790 ml of diethyl azodicarboxylate. After stirring for 1 hour at ambient temperature, the reaction mixture is filtered and the filtrate is concentrated under reduced pressure.The residue is taken up with ethyl acetate and water. The organic phase is separated and then dried over magnesium sulphate, filtered, and concentrated under reduced pressure. After purification by silica chromatography (eluent: CH2Cl2/EtOAc 96/04), 150 mg of (S)-2-chloro-1-[1-(3-fluorophenyl)ethyl]-8-trifluoromethyl-1,6,7,8-tetrahydropyrimido[1,2-a]pyrimidin-4-one are obtained, in the form of a single diastereoisomer (undetermined configuration on the phenethyl chain).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,402-63-1, 1-(3-Fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Sanofi; Baku, Eritsuku; Bulolo, Morice; Cross, Annie; El Amado, Youssef; Fuiroshiyu, Lom Brunnow; Array, Frank; Carlson, Carl Andreas; Marciniak, Gilbert; Ronan, Baptiste; Shio, Laulan; Bibe, Bertrand; Viviani, Fabrice; Zimerman, Andre; (90 pag.)JP5655070; (2015); B2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

311-86-4, 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. 311-86-4, name is 2-Bromo-3,3,3-trifluoropropan-1-ol, molecular formula is C3H4BrF3O, 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 a cold mixture of triphosgene (0.9 equiv.) and 2-bromo-3,3,3-trifluoropropan-1-ol (2equiv.) in THF was added pyridine (2 equiv.). The mixture was stirred at 0 C for 30 mm. In a separate flask, a suspension of Intermediate 2 (1 equiv.) in pyridine (2 equiv.) was cooled to 0C. To this suspension was added the mixture of triphosgene and bromopropanol via syringe, and the resulting mixture was heated to 60 C for 24 h. Contents were concentrated in vacuo, and the residue was diluted with ethyl acetate and washed with iN HC1 solution. The organic layer was dried over Mg504, filtered, and concentrated in vacuo to give a crude oil. The oil was purified via silica gel chromatography utilizing a 0-100% ethyl acetate/hexanes gradient todeliver the desired carbamate intermediate, 2-bromo-3,3,3-trifluoropropyl(2-( 1 -(2-fluorobenzyl)-5 -(isoxazol-3 -yl)- 1 H-pyrazol-3 -yl)pyrimidin-4-yl) carbamate (77 mg, 4% yield) as a light brown oil.1H NMR (500 MHz, CDC13) oe ppm 8.46 – 8.48 (m, 1 H), 8.07 (br. s., 1 H), 7.86 (d, 1 H), 7.44 -7.47 (m, 1 H), 7.17 – 7.24 (m, 1 H), 7.00 – 7.07 (m, 1 H), 6.93 – 7.00 (m, 1 H), 6.78 – 6.85 (m, 1 H), 6.57 – 6.62 (m, 1 H), 6.02 (s, 2 H), 4.28 (quind, 1 H), 3.93 – 4.15 (m, 2 H).

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. 311-86-4, 2-Bromo-3,3,3-trifluoropropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NAKAI, Takashi; MOORE, Joel; PERL, Nicholas Robert; IYENGAR, Rajesh R.; MERMERIAN, Ara; IM, G-Yoon Jamie; LEE, Thomas Wai-Ho; HUDSON, Colleen; RENNIE, Glen Robert; JIA, James; RENHOWE, Paul Allen; BARDEN, Timothy Claude; YU, Xiang Y; SHEPPECK, James Edward; IYER, Karthik; JUNG, Joon; WO2014/144100; (2014); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The common heterocyclic compound, 870-72-4, name is Hydroxymethanesulfonic Acid Sodium Salt, molecular formula is CH3NaO4S, 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. 870-72-4

a) 28.1 parts of 4-(beta-sulfatoethylsulfonyl)-aniline are suspended in 70 parts of ice/water and 18 parts of 30% strength hydrochloric acid and diazotized by dropwise addition of 17.5 parts of 40% strength sodium nitrite solution. Following removal of the excess nitrite with amidosulfonic acid solution, the resulting diazo suspension is admixed with an aqueous solution of 33.3 parts of 4-hydroxy-7-(sulfomethyl-amino)-naphthalene-2-sulfonic acid, which has been obtained by reaction of 23.9 parts of 7-amino-4-hydroxy-naphthalene-2-sulfonic acid with 15 parts of formaldehyde-sodium bisulfite in aqueous medium at a pH of 5.5-6 and at 45 C., and is adjusted to a pH of 1.5 using solid sodium hydrogen carbonate. This is followed by stirring at a pH of 1.5 and at 15-20 C. until the acidic coupling reaction is at an end.

The synthetic route of 870-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DYSTAR COLOURS DEUTSCHLAND GMBH; US2011/283465; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts