Month: August 2021

Application of 15852-73-0, 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. 15852-73-0, name is (3-Bromophenyl)methanol, molecular formula is C7H7BrO, 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: Catalyst (2 molpercent), aryl halide (1 equiv.) and Na2CO3 (1.1 equiv.) were stirred in H2O (5 mL) taken in the round bottom flask. The aryl boronic acid (1.1 equiv.) was added to the stirring solution. Stirring was continued for required time at 45 °C. After the requisite time, the reaction mixture was diluted with water and the product was extracted with ethyl acetate. The ethyl acetate extract was passed through celite bed and then analyzed by GC. Authentic samples of both reactant and product were used to verify the retention time and to confirm the product formation. The ethyl acetate extract was concentrated and chromatographed on a silica gel column using hexane and ethylacetate as eluent to afford coupled product. The products are characterized by NMR, GC MS and UPLC analyses.

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 15852-73-0, (3-Bromophenyl)methanol.

Reference:
Article; Ganesamoorthy; Shanmugasundaram; Karvembu; Journal of Molecular Catalysis A: Chemical; vol. 371; (2013); p. 118 – 124;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 929-06-6, 2-(2-Aminoethoxy)ethanol, 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, COA of Formula: C4H11NO2, blongs to alcohols-buliding-blocks compound. COA of Formula: C4H11NO2

Step 1: Synthesis of tert-butyl N-[2-(2-hydroxyethoxy)ethyl] carbamate (AR)[0549] To a stirred solution of 2-(2-aminoethoxy)ethan-l-ol (AQ, 5.25 g, 49.94 mmol) in tetrahydrofuran (100 mL) was added aqueous solution of sodium bicarbonate (20% (w/w), 40 ml) and (Boc)20 (11.4 g, 52.23 mmol, added in several batches) at 0 C. The resulting mixture was then warmed up slowly to rt and stirred at rt for 5h. The bulk of organic solvent was removed under reduced pressure and the resulting residue was diluted with water (300 mL), extracted with of ethyl acetate (100 mL x 3). The organic layers were combined, washed with saturated aqueous solution of sodium chloride (20 mL x 2), dried over anhydrous sodium sulfate and then concentrated under reduced pressure to give AR (yield: 98%) as colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,929-06-6, 2-(2-Aminoethoxy)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; ARVINAS, INC.; JIN, Meizhong; CREW, Andrew, P.; DONG, Hanqing; WANG, Jing; SIU, Kam; FERRARO, Caterina; CHEN, Xin; QIAN, Yimin; (351 pag.)WO2016/118666; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 33893-85-5, 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 33893-85-5, name is 4-(Hydroxymethyl)cyclohexanol. This compound has unique chemical properties. The synthetic route is as follows.

Into a stirred mixture of 4-(hydroxymethyl)cyclohexan-1-ol (0.13 g, 1.0 mmol) and Ph3P (0.39 g, 1.5 mmol) in THF (5 mL) at 0 C. was added DIAD (0.22 g, 1.1 mmol). After 10 mins at 0 C., it was added compound from Step 1c (0.32 g, 1.0 mmol) and stirred at rt for 18 h. It was concentrated and the crude was chromatographed (silica, hexanes/EtOAc) to give the desired compounds as a mixture of two diastereomers (0.22 g, 51%). ESI-MS m/z=428.07, 430.07 [M-H]-.

According to the analysis of related databases, 33893-85-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; Qiu, Yao-Ling; Gao, Xuri; Li, Wei; Cao, Hui; Jin, Meizhong; Kass, Jorden; Peng, Xiaowen; Or, Yat Sun; (186 pag.)US2017/253609; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 16308-92-2, (2,4-Dimethylphenyl)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, Formula: C9H12O, blongs to alcohols-buliding-blocks compound. Formula: C9H12O

Example 23 Piperazine-1-carboxylic acid 2,4-dimethyl-benzyl ester hydrochloride was prepared from 2,4-dimethyl-benzyl alcohol; MS (ISP): 248.2 MH+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16308-92-2, (2,4-Dimethylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 109-83-1, 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 109-83-1, name is 2-(Methylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

Example 1(f) Preparation of 2-(1,1-dicyanopropen-2-yl)-6-(2-[18F]-fluoroethyl)-methylamino)-naphthalene ([F-18]FDDNP) A mixture of 4.15 g (55.5 mmol) NaHSO3, 8 mL of water, 0.78 g (4.19 mmol) of 1-(6-hydroxy-2-naphthyl)-1-ethanone (prepared as described in Example 1(b)), and 8 mL of 2-methylaminoethanol was heated and stirred in a steel bomb at 140 C. for 28 hours. After cooling, the mixture was distributed between ethyl acetate and water (500 mL and 200 mL, respectively). The organic layer was dried and evaporated to leave raw 1-(6-(2-hydroxyethyl-methylamino)-2-naphthyl)-1-ethanone (0.749 g, 73%) of which was further purified by radial chromatography (4 mm SiO2, CH2Cl2).

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 109-83-1, 2-(Methylamino)ethanol.

Reference:
Patent; Barrio, Jorge R.; Petric, Andre J.; Satyamurthy, Nagichettiar; Kepe, Vladimir; Small, Gary W.; US2007/53831; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 172023-97-1, 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.172023-97-1, name is (3-Bromo-5-(trifluoromethyl)phenyl)methanol, molecular formula is C8H6BrF3O, molecular weight is 255.03, as common compound, the synthetic route is as follows.

[3-amino-5-(trifluoromethyl)phenyl]methanol (900 mg, 4.71 mmol) (Step A, Example 24) was suspended in CHBr3 (9 mL), and t-butyl nitrite (600 muL, 5.04 mmol) was added dropwise by syringe. The reaction was heated slowly to 80C and was maintained at this temperature for 10 minutes. The reaction was then cooled to room temperature, diluted with hexanes (50 mL), loaded on a silica gel column, and purified with 100% hexanes to 20% EtOAc/hexanes (2 columns) to afford [3-bromo-5- (trifluoromethyl) phenyl] methanol. Rf= 0.31 (25% EtOAc/hexanes). ‘H NMR (CDC13, 500 MHz) No. 7.71 (s, 1H), 7.68 (s, 1H), 7.56 (s, 1H), 4.76 (d, J = 5.5 Hz, 2H), 1.86 (t, J = 5.7 Hz, 1H). Step B: 3-Bromo-5-(trifluoromethyl)benzaldehyde A solution of [3-bromo-5-(trifluoromethyl)phenyl]methanol (409 mg, 1.61 mmol) in CH2Cl2 (25 mL) was cooled to 0C and then Dess-Martin periodinane (1.02 g, 2.41 mmol) was added. The reaction was stirred at 0 C for 30 minutes and then warmed to room temperature. After stirring at room temperature for thirty minutes, the reaction was poured into IN NaOH (25 mL). The mixture was extracted with EtOAc (100 mL), and the organic extracts were washed with IN NaOH (25 mL), then brine (25 mL), dried over Na2S04, filtered, and concentrated. Purification by flash chromatography with 25% EtOAc/hexanes afforded 3-bromo-5- (trifluoromethyl)benzaldehyde. 0.60 (25% EtOAc/hexanes). ‘H NMR (CDCI3, 500 MHz) 8 10.02 (s, 1H), 8.20 (s, 1H), 8.07 (s, 1H), 8.02 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 172023-97-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK & CO., INC.; WO2005/100298; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 7287-82-3, 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. 7287-82-3, name is 1-(2-Methylphenyl)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.

General procedure: In a flask under argon atmosphere, iridium catalyst 5 (0.50 or 1.0 mol %), sodium hydroxide (0.50 or 1.0 mol %), water (2 mL), and alcohol (2.0 mmol) were placed. The mixture was stirred under vigorous reflux (temperature of the oil bath was set at 140 C) for 20-96 h. After cooling to room temperature, water (4 mL) was added and the mixture was transferred to a separate funnel. Extraction of the organic compounds with dichloromethane (15 mL x 3), dehydration with sodium sulfate, followed by evaporation under vacuum gave crude mixture. For entries 2-11,the conversion of starting alcohol and the yield of ketone were determined by 1H NMR analysis in chloroform-d using triphenylmethane as an internal standard. For entries 1 and 12-14, the conversion of starting alcohol and the yield of ketone were determined by GC analysis using biphenyl as an internal standard. For entries 2-8, 10, and 11, the product was isolated by silica-gel column chromatography (eluent:ethyl acetate/ hexane).

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 7287-82-3, 1-(2-Methylphenyl)ethanol.

Reference:
Article; Toyomura, Kazuki; Fujita, Ken-Ichi; Chemistry Letters; vol. 46; 6; (2017); p. 808 – 810;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 6214-44-4, 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. 6214-44-4, name is (4-Ethoxyphenyl)methanol, molecular formula is C9H12O2, 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: All oxidation experiments are performed in a 120mL autoclave equipped with the magnetic stirring and temperature control. A typical procedure for the oxidation of benzyl alcohol is as follows: 1.08g (10.0mmol) of benzyl alcohol, 0.0156g (0.1mmol) of TEMPO, 0.274g (0.5mmol) of CAN, 0.0690g (1.0mmol) of NaNO2, additive in suitable amount and 10mL of H2O were charged into the reactor, and the atmosphere inside is replaced with oxygen after the reactor is sealed. Then, pure oxygen is charged to 0.3MPa at room temperature. In the following, the autoclave is heated to 80C under stirring, and then kept for 2h. After reaction, the autoclave was cooled to room temperature and excess gas was purged. The mixture was transferred into a flask, in which the reactor was washed with CH2Cl2 for 3-5 times in order to transfer completely. Next, the products are extracted with 6mL CH2Cl2 three times. The obtained products were analyzed with internal standard technique by GC with a flame ionization detector (all products were determined on GC-MS with an Agilent 6890N GC/5973 MS detector).

According to the analysis of related databases, 6214-44-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yan, Yongtao; Tong, Xinli; Wang, Kaixuan; Bai, Xueqin; Catalysis Communications; vol. 43; (2014); p. 112 – 115;,
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. 28539-02-8, name is 1-(Hydroxymethyl)benzotriazole, the common compound, a new synthetic route is introduced below. Recommanded Product: 28539-02-8

To tert-butyl ((1S,2S)-2-aminocyclohexyl)carbamate (17-1, 500 mg, 2.33 mmol) in EtOH (30 mL) was added (1H-benzo[d][1,2,3]triazol-1-yl)methanol (17-2, 750 mg, 4.67 mmol) and the resulting mixture was stirred for 3 h. Sodium borohydride (265 mg, 7.00 mmol) was then added and stirring was continued overnight. The reaction mixture was concentrated and then quenched with water. The aqueous phase was extracted with DCM (*3) and the combined organic phases were dried over Na2SO4, filtered, and concentrated. The crude residue was purified by reverse phase RP-C18 column chromatography column eluting with 10 to 100% MeCN in water with 0.1% NH4OH as a modifier to provide the product 25-1 (250 mg, 1.03 mmol, 44% yield) as a white solid. MS [M+H]+=243.2.

The synthetic route of 28539-02-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; BECKWITH, Rohan Eric John; BONAZZI, Simone; CERNIJENKO, Artiom; MA, Fupeng; WARE, Nathaniel F.; US2020/16143; (2020); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 148043-73-6, 4,4,5,5,5-Pentafluoropentan-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, 148043-73-6, blongs to alcohols-buliding-blocks compound. Recommanded Product: 148043-73-6

4-Bromo-3-methylbenzylalcohol (4) A solution of methyl 4-bromo-3-methylbenzoate (2.0 g, 8.7 mmol) in dry THF (10 mL) was added to an ice-cooled suspension of lithium aluminiumhydride (400 mg, 10.4 mmol) in dry THF (30 mL). After addition, the mixture was warmed to room temperature and then stirred for 3 h. The excess lithium aluminiumhydride was quenched by successive addition of water (0.4 mL), 15percent NaOHaq (0.4 mL), and water (1.2 mL) under ice cooling. The insoluble material appeared was removed by filtration (celite), and the precipitate was washed by AcOEt (20 mL*5). The combined filtrates were washed with brine (50 mL) and then dried over Na2SO4. The solvent was evaporated, and the obtained product (1.6 g, 100percent) was used for next step without further purification. 1H-NMR (CDCl3, 400 MHz): delta7.53 (1H, d, J=8.1 Hz), 7.26 (1H, d, J=1.5 Hz), 6.40 (1H, dd, J=8.1, 1.5 Hz), 4.68 (2H, s), 2.44 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,148043-73-6, its application will become more common.

Reference:
Patent; CHANG, Christopher J.; VAN DE BITTNER, Genevieve V.; HIRAYAMA, Tasuku; CHAN, Jefferson; US2014/51863; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts