Category: alcohols-buliding-blocks

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. 1467-84-1, name is (trans-4-Aminocyclohexyl)methanol, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

To a solution of trans-4-aminocyclohexyl)methanol (CXXXIV) (1.0 g, 6.04 mmol) and HATU (2.78 g, 7.30 mmol) in DMF (15 mL) was added DIPEA (4.03 mL, 23.07 mmol) and the mixture was stirred for 10 min. Then, 5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole-3-carboxylic acid (LII) (2.5 g, 7.69 mmol) was added and the mixture was stirred at room temperature for 18 h. The LC-MS of mixture showed near completion of the starting material. The solvents were concentrated in vacuo, the residue partitioned between EtOAc and saturated aqueous NaHCO3, organic layer was separated, washed with water and brine. The organic layer was dried over anhydrous Na2SO4, solvents removed in vacuo and the crude product was purified by column chromatography using (90-100% EtOAc/hexanes) to obtain 5-bromo-N-trans-4-(hydroxymethyl)cyclohexyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole-3-carboxamide (CXXXV) as a white solid (2.06 g, 4.72 mmol, 61.4% yield). ESIMS found for C20H26BrN3O3 m/z 438.1 (M+H).

The synthetic route of 1467-84-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Mittapalli, Gopi Kumar; Hofilena, Brian Joseph; Eastman, Brian Walter; Cao, Jianguo; Chiruta, Chandramouli; Bollu, Venkataiah; (145 pag.)US2019/263821; (2019); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 25574-11-2, 3-(4-Bromophenyl)propan-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, HPLC of Formula: C9H11BrO, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C9H11BrO

Reference Example 1 4-(3-Benzyloxypropyl)bromobenzene A suspension of sodium hydride (60%, 0.97 g), 3-(4-bromophenyl)-1-propanol (1.0 g) and benzyl bromide (0.69 ML) in benzene (24 ML) was stirred under reflux for 7 hours.. After cooling to room temperature, a saturated aqueous ammonium chloride solution (50ML) was added to the reaction mixture, and the mixture was extracted with ethyl acetate (100 ML).. The organic layer was washed with water (40 ML) and brine (40 ML) and dried over anhydrous sodium sulfate.. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate = 20/1) to give 4-(3-benzyloxypropyl)bromobenzene (1.4 g).1H-NMR (CDCl3) delta ppm: 1.85-2.00 (2H, m), 2.60-2.75 (2H, m), 3.47 (2H, t, J=6.2Hz), 4.50 (2H, s), 7.00-7.10 (2H, m), 7.20-7.45 (7H, m)

The synthetic route of 25574-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP1367060; (2003); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 3637-61-4, Cyclopentanemethanol, 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, SDS of cas: 3637-61-4, blongs to alcohols-buliding-blocks compound. SDS of cas: 3637-61-4

Preparation E Cyclopentylmethyl Iodide Methanesulfonyl chloride (25.5 mL) was added dropwise to a solution of cyclopentanemethanol (32.4 mL) and triethylamine (46 mL) in dichloromethane (500 ml) at 0 C. After stirring overnight at room temperature, the mixture was sequentially washed with water, 2% hydrochloric acid, 4% aqueous sodium bicarbonate and water again. Following drying over sodium sulfate, the solvent was removed under vacuum, affording crude cyclopentylmethyl methanesulfonate (ca. 50 g) as a colourless oil.

The synthetic route of 3637-61-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pharmacia & Upjohn S.p.A.; US6482827; (2002); B1;,
Alcohol – Wikipedia,
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Related Products of 104-38-1, Adding some certain compound to certain chemical reactions, such as: 104-38-1, name is 1,4-Bis(2-hydroxyethoxy)benzene,molecular formula is C10H14O4, 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 104-38-1.

A solution of 4-bis(2-hydroxyethoxy) benzene (6.0 g 30 mmol) and triphenylphosphine (18.9 g,72.1 mmol) in dry acetonitrile (200 mL) was cooled with an ice bath. Under vigorous stirring, carbon tetrabromide (24.0 g, 72.4 mmol) was slowly added. The mixture was stirred at room temperature for 12 hours. Then cold water (200 mL) was added to the reaction mixture to give white precipitation. The precipitate was collected, washed with methanol/water (3:2, 3 ¡Á 100 mL), recrystallized from methanol, and dried under vacuum to afford 1 as white crystals, 82.7% (14.5 g, 24.8mmol).

According to the analysis of related databases, 104-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xiao, Xue-Dong; Bai, Ya-Li; Liu, Jia-Qi; Wang, Jun-Wen; Tetrahedron Letters; vol. 57; 30; (2016); p. 3385 – 3388;,
Alcohol – Wikipedia,
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Application of 109-83-1, 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 109-83-1 as follows.

Synthesis of the Acid Unit AC-07: 2-[2-[[(4-Methoxy-2,3,6-trimethyl-phenyl)sulfonyl]-methyl-amino]-ethoxy]-acetic acid (AC-07) Stage-1: 2-Methylaminoethanol 1 (1 eq. 79.9 mmol) was dissolved in 500 ml of methylene chloride, and triethylamine (1.2 eq., 95.9 mmol) and the sulfonyl chloride 2 (1.2 eq., 95.9 mmol), dissolved in 60 ml of methylene chloride, were then added in succession. The mixture was stirred at room temperature for 4 h (TLC control). H2O (100 ml) and sat. NaHCO3 solution (100 ml) were then added to the reaction mixture. After separation of the phases, the aqueous phase was extracted 3* with methylene chloride (250 ml). The combined organic phases were dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography (silica, diethyl ether/hexane 8:2?9:1) to obtain the alcohol 3 (66.3 mmol, 83% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-83-1, its application will become more common.

Reference:
Patent; Gruenenthal GmbH; US2009/264400; (2009); A1;,
Alcohol – Wikipedia,
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Reference of 826-45-9, 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.826-45-9, name is Bicyclo[2.2.2]octane-1,4-diyldimethanol, molecular formula is C10H18O2, molecular weight is 170.25, as common compound, the synthetic route is as follows.

At atmospheric conditions, 2g of bicyclo[2.2.2]octane-1 ,4-diyldimetanol, 40MI of p-xylene, and 2g of Raney Nickel 3200 were added to a 100 imL autoclave reactor. The reactor was then purged with 300 psig of nitrogen, then venting the pressure to atmospheric. Condense 15g of ammonia gas to a blowcase and use 300 psig of N2 to push the ammonia to the autoclave. Agitation at 800 rpm was then commenced, and the temperature was slowly increased to 250 oC while allowing pressure to rise. Bring the reactor pressure down to 2800-2900 psig if pressure exceeds 3000 psig. After the temperature reaches 250 ¡ãC, hold these conditions (250 ¡ãC and 2000 psig) for 8 hours. (0275) [00107] After 8hours of reaction, the agitation was stopped, and the heat turned off to let the autoclave start cooling. After cooling to room temperature, pressure was released, and the system was purged three times with 100 psig of nitrogen. Vent the autoclave and discharge the reaction mixture from the autoclave and analyze by GC- MS and 1 H NMR, showing bicyclo[2.2.2]octane-1 ,4-diyldimethanamine as major product with small amount of 4-(aminomethyl)bicyclo[2.2.2]octane-1 -carbaldehyde. The conversion of bicyclo[2.2.2]octane-1 ,4-diyldimetanol is 100percent.

Statistics shows that 826-45-9 is playing an increasingly important role. we look forward to future research findings about Bicyclo[2.2.2]octane-1,4-diyldimethanol.

Reference:
Patent; EASTMAN CHEMICAL COMPANY; HU, Yue, Rachel; HEMBRE, Robert, Thomas; TUSTIN, Gerald, Charles; LIU, Zhufang; ADAMS, Steven, J.; CLARKSON, Jasper, Randle; (59 pag.)WO2019/75004; (2019); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 109-83-1 ,Some common heterocyclic compound, 109-83-1, molecular formula is C3H9NO, 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.

EXAMPLE 1 N-benzyloxycarbonyl-N-methyl-2-aminoethanol 75 g of 2-methylaminoethanol and 101 g of triethyl amine are mixed with 1000 ml of absolute chloroform. 171 g of chloroformic acid benzyl ester are added dropwise to this solution at about 20 C. The mixture is stirred for 1 hour at room temperature, washed with water, diluted hydrochloric acid and again with water and dried over sodium sulphate. After evaporation of the solvent in vacuo 173 g of oil remain. Infrared (film): 1695 cm-1.

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. 109-83-1, 2-(Methylamino)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; A. Nattermann & Cie GmbH; US4565659; (1986); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 530-91-6, 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. 530-91-6, name is 1,2,3,4-Tetrahydronaphthalen-2-ol. A new synthetic method of this compound is introduced below.

Example 292 1,2,3,4-Tetrahydro-2-naphthalenyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}carbamate 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline (50 mg) was added to toluene (5 ml), and triethylamine (0.5 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (68 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, 1,2,3,4-tetrahydro-2-naphthalenol (34 mg) was added thereto, and the mixture was further stirred with heating under reflux for 3 hr. A saturated aqueous sodium bicarbonate solution was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution, water, and saturated brine in that order. The extract was dried over sodium sulfate and was then concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (80 mg, yield 100%). 1H-NMR (CDCl3-d1, 400 MHz): delta 2.08 – 2.13 (m, 2H), 2.12 (s, 3H), 2.27 (s, 3H), 2.80 – 3.24 (m, 4H), 4.11 (s, 3H), 4.17 (s, 3H), 5.30 (brs, 1H), 6.43 (s, 1H), 6.57 (d, J = 6.6 Hz, 1H), 6.94 (s, 1H), 7.11 – 7.18 (m, 4H), 7.64 (s, 1H), 7.94 (brs, 1H), 8.15 (d, J = 3.9 Hz, 1H), 8.48 (brs, 1H) Mass spectrometry value (ESI-MS, m/z): 500 (M++1)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,530-91-6, 1,2,3,4-Tetrahydronaphthalen-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 3279-95-6, 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. 3279-95-6, name is 2-(Aminooxy)ethanol, molecular formula is C2H7NO2, 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.

A solution of 1 -(6-((6-acetyl-1 H-[1 ,2,3]triazolo[4,5-b]pyrazin-1 -yl)methyl)quinolin-3- yl)ethanone (74 mg, 0.213 mmol) and 2-aminooxy-ethanol (35 mg, 0.45 mmol) in 5 mL of methanol and 0.1 mL of acetic acid was stirred at 40 0C overnight. The solvent was removed under reduced pressure and the residue was diluted with DCM and methanol. The precipitate was collected, washed with DCM, dried to afford the title compound (16 mg, 15%) as a white solid. 1H-NMR (400MHz, DMSO-Cf6) delta ppm 9.31 (s, 1 H), 9.23 (d, 1 H), 8.52 (d, 1 H), 8.03 (d, 1 H), 7.98 (s, 1 H), 7.86 (dd, 1 H), 6.22 (s, 2H), 4.76 (d, 2H), 4.31 (t, 2H), 4.22 (t, 2H), 3.72-3.69 (m, 4H), 2.32 (s, 3H), 2.29 (s, 3H). LCMS (method E): [MH]+ = 465, tR = 4.85 min.

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 3279-95-6, 2-(Aminooxy)ethanol.

Reference:
Patent; NOVARTIS AG; DAI, Miao; FU, Xingnian; HE, Feng; JIANG, Lei; LI, Yue; LIANG, Fang; LIU, Lei; MI, Yuan; XU, Yao-chang; XUN, Guoliang; YAN, Xiaoxia; YU, Zhengtian; ZHANG, Ji, Yue; WO2011/20861; (2011); A1;,
Alcohol – Wikipedia,
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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. 505-10-2, name is 3-(Methylthio)propan-1-ol. A new synthetic method of this compound is introduced below., COA of Formula: C4H10OS

The mixture of the compound 46 (2.00g), meta-chloroperbenzoic acid (9.40g), and a methylene chloride (60 mL) was stirred at the room temperature for 16 hours. Reaction mixed liquor was concentrated in vacuum after cerite filtration, silica gel column chromatography (eluate: chloroform/methanol =9/1) refined residue, and it obtained the compound 47 (0.660g).

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, 505-10-2, 3-(Methylthio)propan-1-ol.

Reference:
Patent; SUMITOMO DAINIPPON PHARMA COMPANY LIMITED; Tsuzuki, Yasunori; Komiya, Masafumi; Furuta, Tomoyuki; Iwamoto, Kohei; Takahashi, Yoko; Nonoyama, Akihito; (130 pag.)JP2017/1991; (2017); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts