Category: alcohols-buliding-blocks

Reference of 14426-21-2, 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. 14426-21-2, name is Diethanolamine hydrochloride, molecular formula is C4H12ClNO2, 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 stirring solution of 57 (500 mg, 3.33 mmol) in DCM (100 mL) was added CSI (290 tL, 471 mg, 3.33 mmol). After 20 mi Et3N (1.4 mL, 1.0 g, 10 mmol) and a solution of diethanolamine.HC1 (571 mg, 4.0 mmol) in DMF (5 mL) were added subsequently. After an additional 45 mm., the reaction mixture was concentrated under reduced pressure and the residue was purified by gradient column chromatography (0 -* 15% MeOH in DCM).Product 66 was obtained as colorless thick oil (767 mg, 2.13 mmol, 64%). ?H NIVIR (400IVIFIz, CDC13) (ppm) 4.26 (d, J= 8.2 Hz, 2H), 3.87 (t, J= 4.9 Hz, 4H), 3.55 (t, J = 4.9Hz, 4H), 2.37-2.16 (m, 6H), 1.65-1.45 (m, 2H), 1.39 (quintet, J = 8.6 Hz, 1H), 1.05-0.92 (m, 2H)

According to the analysis of related databases, 14426-21-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNAFFIX B.V.; VERKADE, Jorge Merijn Mathieu; WIJDEVEN, Maria Antonia; VAN DE SANDE, Petrus Josephus Jacobus Maria; VAN BERKEL, Sander Sebastiaan; VAN DELFT, Floris Louis; (150 pag.)WO2016/53107; (2016); A1;,
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Reference of 626-95-9, 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 626-95-9, name is 1,4-Pentanediol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a typical experiment, a round bottom flask containing 4-6mL of acetonitrile/water mixture (1:1) was charged with 0.5-1.0mmol of the diol, 5mol% of TetMe-IA, and oxone (2equiv). The resulting mixture was stirred at rt for benzylic diols and at 45C for aliphatic diols. At the end of the reaction, as judged from TLC analysis, little water was added to dissolve the inorganic salts, and the organic matter was extracted with EtOAc at least two times. The combined extract was dried over anhydrous Na2SO4, concentrated in vacuo to obtain the crude product, which was subjected to silica-gel column chromatography using ethyl acetate/pet ether to isolate the pure product.

According to the analysis of related databases, 626-95-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jhulki, Samik; Seth, Saona; Mondal, Manas; Moorthy, Jarugu Narasimha; Tetrahedron; vol. 70; 13; (2014); p. 2286 – 2293;,
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Synthetic Route of 81335-87-7, 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. 81335-87-7, name is (2-Amino-4-methylphenyl)methanol. A new synthetic method of this compound is introduced below.

Sub-1 (35.0g, 255.1mmol), 3′-methylacetophenone (51.4g, 382.7mmol), tris (triphenylphosphine) ruthenium (II) dichloride (2mol%) and Potassium hydroxide (15.7g, 280.7mmol) and toluene (300mL) were added to the reaction flask, heated and stirred to reflux, and water was separated by a reflux reflux condenser. When the reaction is over, drop to room temperature and filter on a pad of silica gel. The product was further purified by column (eluent: n-hexane / ethyl acetate = 2/100), and finally the intermediate Sub-2 (35.1 g, yield 59%) was obtained by crystallization from isopropanol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,81335-87-7, its application will become more common.

Reference:
Patent; Zhejiang Huaxian Optoelectric Technology Co., Ltd.; Zheng Xianzhe; Zhao Xiaoyu; Hua Wanming; (31 pag.)CN110452271; (2019); A;,
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Electric Literature of 38584-37-1 , The common heterocyclic compound, 38584-37-1, name is 3-(Hydroxymethyl)adamantan-1-ol, molecular formula is C11H18O2, 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.

(3) Esterification and polymerization A mixture of 1-hydroxy-3-hydroxymethyladamantane (1 mmol), acryloyl chloride (1.2 mols), triethylamine (1.2 mols) and dioxane (10 ml) was stirred at 40C for 3 hours. As a result, 1-hydroxy-3-(acryloyloxymethyl)adamantane of the following formula was obtained (yield 90%).

The synthetic route of 38584-37-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daichel Chemical Industries Ltd; EP1000924; (2000); A1;,
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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. 38584-37-1, name is 3-(Hydroxymethyl)adamantan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C11H18O2

(2) 100 Parts of toluene, 10.0 parts of sodium salt of difluorosulfoacetic acid (purity: 97.6%), 8.98 parts of (3-hydroxy-1-adamantyl)methanol and 0.3 part of diphenylammonium trifluoromethanesulfonate were mixed. The mixture obtained was heated and refluxed for 36 hours. The mixture was cooled, and then, concentrated. To the residue obtained, 287 parts of acetonitrile was added, and the mixture obtained was stirred and filtrated. The filtrate obtained was concentrated. To the concentrated liquid obtained, 141 parts of tert-butyl methyl ether was added and the resultant mixture was stirred and filtrated to obtain the solid. The solid obtained was dried to obtain 16.7 parts of the salt represented by the above-mentioned formula (a) in the form of white green solid.

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, 38584-37-1, 3-(Hydroxymethyl)adamantan-1-ol.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; US2008/86014; (2008); A1;,
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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. 261763-21-7, name is (5-Chloro-2-(trifluoromethyl)phenyl)methanol. A new synthetic method of this compound is introduced below., Product Details of 261763-21-7

Dissolve (5-chloro-2-trifluoromethylphenyl)-methanol (347 mg, 1.66 mmol) in dichloromethane (10 mL). Add pyridinium chlorochromate (717 mg, 3.32 mmol) and stir for 2 h. Dilute with diethyl ether and stir for 1 h. Filter and concentrate. Chromatograph on silica gel eluting with 10% ethyl acetate in hexane to give the title compound as a clear EPO oil (285 mg, 82%). 1HNMR (400 MHz, MeOH-d4) delta 10.33 (s, IH), 7.90 (s, IH), 7.69 (d, IH5 J = 8.4 Hz), 7.54 (d, IH, J = 8.4 Hz).

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, 261763-21-7, (5-Chloro-2-(trifluoromethyl)phenyl)methanol.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/44454; (2006); A1;,
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Application of 155310-11-5, 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. 155310-11-5, name is 3-Amino-2,2-difluoropropan-1-ol, molecular formula is C3H7F2NO, 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: To a solution of 4-chloro-1-fluoro-2-nitro-benzene (2.6 mmol)and amine (2.6 mmol), K2CO3 (5.2 mmol) in DMF (10 mL) wasadded TEA (5.2 mmol). The mixture was then stirred at 100 C for2 h. After the reaction was complete, the mixture was poured intowater (30 mL) and extracted with EtOAc (30 mL) three times. Thecombined organic layer was washed with brine (20 mL), dried overNa2SO4 and then concentrated in vacuo. The residue was thenpurified by column chromatography on silica gel to give 4-chloro-N(R2)-2-nitro-aniline. To a solution of 4-chloro-N(R2)-2-nitro-aniline (2.2 mmol) andhydrazine hydrate (1 mL) in the mixed solvent of MeOH (5 mL) andTHF (5 mL) was added Raney Ni (5%e10% loading). The mixturewasthen stirred at room temperature for 1-2 h. LC-MS showed completeconversion of start material. The mixture was then filteredand the filtrate was concentrated in vacuo to give the crude of 4-chloro-N1(R2)-benzene-1,2-diamine, which was used in the nextstep without further purification. A mixture of 4-chloro-N1(R2)-benzene-1,2-diamine (1 mmol)and sodium chloroacetate (130 mg, 1.1 mmol) in 4N HCl was heatedto 100 C overnight. After the reaction was complete, the mixturewas concentrated in vacuo to remove the solvent and the residuewas dissolved in DCM (100 mL). The solutionwas thenwashed withsat NaHCO3 (50 mL), brine, dried over MgSO4 and concentrated invacuo. The residue was purified by column chromatography onsilica gel (DCM/EA 3/1) to give 5-chloro-2-(chloromethyl)-1-R2-benzimidazole.To a mixture of 3-methylsulfonyl-1H-pyrazolo[3,4-c]pyridine(0.89 mmol) and 5-chloro-2-(chloromethyl)-1-R2-benzimidazole(0.74 mmol) in DMF (5 mL) was added K2CO3 (204 mg,1.48 mmol) and the mixture was stirred at rt overnight. After thereaction was completed, the mixture was filtered and the filtratewas purified by preparative HPLC to give final product. To a mixture of 3-methylsulfonyl-1H-pyrazolo[3,4-c]pyridine(0.89 mmol) and 5-chloro-2-(chloromethyl)-1-R2-benzimidazole(0.74 mmol) in DMF (5 mL) was added K2CO3 (204 mg,1.48 mmol) and the mixture was stirred at rt overnight. After thereaction was completed, the mixture was filtered and the filtratewas purified by preparative HPLC to give final product.

According to the analysis of related databases, 155310-11-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Feng, Song; Li, Chao; Chen, Dongdong; Zheng, Xiufang; Yun, Hongying; Gao, Lu; Shen, Hong C.; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 1147 – 1157;,
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Electric Literature of 13588-28-8, 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. 13588-28-8, name is 2-(2-Methoxypropoxy)propan-1-ol. A new synthetic method of this compound is introduced below.

In a 500 mL flask, feed NaOH tablets 55. 2 g (relative to the following DPMI moles,Equivalent to 1. 5 moles)And 1-bromo-3-methylbutane(Manufactured by Yancheng Longsheng Chemical Co., Ltd.) (hereinafter also referred to as “IABr”) 163.5 g (relative to the following DPMI moles,Equivalent to 1. 2 moles)Start stirring.After raising the liquid temperature to 45 C,While keeping the temperature inside the system at 45 C,DPM133. 7 g was added dropwise over 6 hours.Thereafter,Stirring was carried out while maintaining a 45 C condition.In addition,The low boiling compounds produced in the above reaction were measured using a gas flow meter and gas chromatography3-methyl-1-butene.To the reaction solution was added water 155. 7 g was subjected to extraction / separation,The results of the analysis of the obtained organic phase 222. 5 g using gas chromatography,Got 125. 0gOf dipropylene glycol methyl isopentyl ether(Isomer mixture) (hereinafter also referred to as “”DPMIA”).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13588-28-8, 2-(2-Methoxypropoxy)propan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Daicel Corporation; Mori, Atsushi; (9 pag.)CN105503545; (2016); A;,
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Related Products of 13588-28-8, 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 13588-28-8 as follows.

EXAMPLE 1 16 Parts of 1,4-dihydroxynaphthalene was added to 100 parts of dipropylene glycol monomethyl ether in a reaction vessel provided with a stirrer under a nitrogen atmosphere at room temperature. 42.5 Parts of 28% sodium methylate was added dropwise thereto. Then the reaction mixture was heated to 180 C. and maintained at this temperature for 1 hour. During this period, 36 parts of a distillate mainly composed of methanol was removed out of the reaction system. After cooling to 110 C., carbon dioxide gas was blown into the reaction mixture under atmospheric pressure. Although the absorption of the carbon dioxide gas was completed within 15 minutes, carbon dioxide gas was further blown for additional 15 minutes. 1,4-Dihydroxy-2-naphthoic acid produced in the reaction mixture was isolated in the following manner:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13588-28-8, its application will become more common.

Reference:
Patent; Sumitomo Chemical Company, Limited; Sumika Fine Chemicals Co., Ltd.; US5599971; (1997); A;,
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Related Products of 18684-63-4, 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.18684-63-4, name is Bicyclo[2.2.2]octan-2-ol, molecular formula is C8H14O, molecular weight is 126.2, as common compound, the synthetic route is as follows.

Preparation of bicyclo[2.2.2]octan-2-one (7) A mixture of bicyclo[2.2.2]octan-2-ol 6 (0.710 g, 5.72 mmol) and 1-hydroxy-1,2-benziodoxol-3H-one-1-oxide (2.40 g, 8.59 mmol) in dichloroethane (20 mL) was refluxed for 1 h, filtered through a pad of celite, washed with dichloromethane and concentrated to provide 7 (0.62 g, 87%) as a white solid. 1H NMR (400 MHz, CDCl3): delta 1.62 (2H, m), 1.70 (2H, m), 1.82 (4H, m), 2.15 (1H, m), 2.25 (3H, m)

The chemical industry reduces the impact on the environment during synthesis 18684-63-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Naeja Pharmaceutical Inc.; US2011/288063; (2011); A1;,
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