Month: September 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. 100-37-8, name is 2-(Diethylamino)ethanol. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(Diethylamino)ethanol

165 g of ibuprofen and 160 mL of isopropyl acetate were placed in a pre-dried 500 mL three-necked flask and equipped with a reflux and agitation device; 64 mL of thionyl chloride was slowly added to the three-necked flask with stirring, and the mixture was stirred at room temperature for 30 minutes and then heated to reflux. Keep refluxed for 2-3 hours; The reaction mixture was rotary evaporated until No fraction dropout, and evaporated to dryness by adding 120 mL of n-hexane, and 120 mL of isopropyl acetate was added thereto, and the distillation was continued until no fraction was dropped, and the distillation was repeated once with isopropyl acetate. The evaporated mixture was dissolved in 600 mL of isopropyl acetate and transferred to a pre-dried 2 L three-necked flask, stirred and cooled to below 10 C; 93.6g of 2-(diethylamino)ethanol was slowly added dropwise to the above three necked flask through a constant pressure dropping funnel, and the temperature was controlled within 10 C, after the completion of the dropwise addition, stirring was continued at 0-10 C for 0.5 hours; 88 g of anhydrous potassium carbonate solid was added to the above three-necked bottle in portions, stirred at 5-10 C for 30 minutes, then slowly warmed to 15-25 C, and stirred at this temperature for 8-10 hours; 320 mL of deionized water was added to the above reaction solution, stirred for 15-30 minutes, and the organic phase was separated. The organic phase was washed four times with deionized water (320 mL X 4) and dried over anhydrous sodium sulfate. Filtration, then washed solid sodium sulfate with a small amount of isopropyl acetate; The above organic phase was transferred to a 2L three-necked flask, and the temperature was lowered to below 10 C, and about 32 g of hydrogen chloride gas was introduced at 0-10 C and maintained it for 1- 2 hours, then Concentrated a part of the solution, added 120 mL of n-hexane under stirring, added 1 g of seed crystals, and sealed and placed in refrigerator for crystallization; Filtration, washing with ethyl acetate / n-hexane (V / V = 1:1, 200 ml X 2); The obtained solid was dried under vacuum at 40-50 C until the water (moisture content )is qualified, to obtain 178.56 g of a crystalline crystal, a molar yield of 65.2%, and a purity of 99.76 %.

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, 100-37-8, 2-(Diethylamino)ethanol.

Reference:
Patent; Tianjin Xinchen Taifeier Pharmaceutical Technology Co., Ltd.; Yao Chen; (25 pag.)CN108727206; (2018); A;,
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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. 61487-25-0, name is (2-Amino-3-chlorophenyl)methanol, the common compound, a new synthetic route is introduced below. Quality Control of (2-Amino-3-chlorophenyl)methanol

Example 83 – Preparation of 2-acetoxymethyl-6-chloro aniline This material was prepared from 2-amino-3-chlorobenzyl alcohol and acetyl chloride by the general procedure outlined in Example 82. The product was isolated as an amber oil and was characterized by IR and 1H NMR spectroscopy and combustion analysis.

The synthetic route of 61487-25-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE DOW CHEMICAL COMPANY; EP142152; (1991); B1;,
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Application of 440-60-8, 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. 440-60-8, name is (Perfluorophenyl)methanol, molecular formula is C7H3F5O, 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) 2,2-Dimethyl-3-dichlorovinyl-cyclopropanecarboxylic acid pentafluorobenzyl ester STR28 0.1 mole of 2,2-dimethyl-3-dichlorovinyl-cyclopropanecarboxylic acid chloride (cis/trans) was added dropwise at 70 C. to 0.1 mole of pentafluorobenzyl alcohol. The mixture was then heated at 120 C. for a few minutes until gas evolution ceased. The yield of an oil, which was pure by thin-layer chromatography, was quantitative. b.p.0.1 120-130 C. Spectroscopic data: IR (cm-1): 2,900, 1,740, 1,660, 1,510, 1,460, 1,415, 1,385, 1,355, 1,310, 1,220, 1,161, 1,130, 1,080, 1,050, 995, 970, 940, 810, 780. mass spectrum (m/e): 181, 163, 165, 91, 127, 109, 191, 207, 353, 388 (M). NMR (ppm): 6.6 and 5.6 d (1), 5.2 s (2), 0.8-2.4 m (8).

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 440-60-8, (Perfluorophenyl)methanol.

Reference:
Patent; Bayer Aktiengesellschaft; US4183950; (1980); A;,
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Related Products of 62058-03-1, 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 62058-03-1, name is trans-4-Aminoadamantan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

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 62058-03-1, trans-4-Aminoadamantan-1-ol.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
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Reference of 111-90-0, 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 111-90-0, name is Diethylene Glycol Monoethyl Ether. This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of pure NaH (2.40 g, 100 mmol) in anhyd DME (100 mL) was slowly added 2-(2-ethoxyethoxy)ethanol (13.42 g, 100 mmol) at r.t. After stirring for 30 min, the now clear solution was treated with 3-bromoprop-1-yne (11.9 g, 100 mmol) in PhMe (2 mL) over a period of 15 min (violent reaction) with vigorous stirring. The resulting blend was heated to reflux for 4 h, allowed to cool to r.t., and filtered. Addition of H2O (300 mL) was followed by extraction with CH2Cl2 (3 × 100 mL), and the organic layers were combined, washed with H2O (3 × 100 mL), and dried (MgSO4). Evaporation of the solvents under reduced pressure and vacuum distillation of the residual liquid gave 6a as a colorless liquid; yield: 12.9 g (75%); bp 47-48 C/0.1 Torr. Employment of prop-2-yn-1-yl 4-methylbenzenesulfonate in DME instead of 3-bromoprop-1-yne generated 6a in only 40% yield. IR (film): 3251, 2975, 2868, 2114, 1444, 1349, 1289, 1246, 1107, 1033, 948, 920, 844, 671 cm-1. 1H NMR (300 MHz, CDCl3): delta = 4.19 (d, J = 2.4 Hz, 2 H), 3.68 (AA’BB’m, 4 H), 3.64 (AA’m, 2 H), 3.58 (BB’m, 2 H), 3.51 (q, J = 7.0 Hz, 2 H), 2.40 (t, J = 2.4 Hz, 1 H), 1.19 (t, J = 7.0 Hz, 3 H). 13C NMR (100 MHz, CDCl3): delta = 79.3 (CH), 74.3 (Cquat), 70.4 (CH2), 70.1 (CH2), 69.5 (CH2), 68.8 (CH2), 66.3 (CH2), 58.0 (CH2), 14.8 (CH3). MS (EI, 70 eV): m/z (%) = 173 ([MH+], 55), 127 (10), 117 (10), 103 (20), 83 (40), 73 (100), 59 (70). HRMS (EI, 70 eV): m/z [MH+] calcd for C9H17O3: 173.1178; found: 173.1173.

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 111-90-0, Diethylene Glycol Monoethyl Ether.

Reference:
Article; Dahlmann, Uwe; Vollhardt, K. Peter C.; Synthesis; vol. 52; 8; (2020); p. 1287 – 1300;,
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Adding a certain compound to certain chemical reactions, such as: 28539-02-8, 1-(Hydroxymethyl)benzotriazole, 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, 28539-02-8, blongs to alcohols-buliding-blocks compound. Product Details of 28539-02-8

(A) N-((1H-Benzo[d][1,2,3]triazol-1-yl)methyl)-N-benzyl-1-phenylmethanamine To a mixture of 1H-benzotriazole-1-methanol (10.06 g) and ethanol (250 mL), dibenzylamine (12.97 mL) was added at room temperature, and the resulting mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure, and the precipitate was washed with IPE to obtain the title compound (19.99 g). 1H NMR (300 MHz, DMSO-d6) delta 3.70 (4H, s), 5.58 (2H, s), 7.18-7.46 (11H, m), 7.54 (1H, t, J=7.6 Hz), 7.70 (1H, d, J=8.5 Hz), 8.08 (1H, d, J=8.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28539-02-8, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; HIRAYAMA, Takaharu; FUJIMOTO, Jun; CARY, Douglas Robert; OKANIWA, Masanori; HIRATA, Yasuhiro; (147 pag.)US2017/44132; (2017); A1;,
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Related Products of 7073-69-0, 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. 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below.

A flask under nitrogen was charged with vinyl alcohol IV (97 g), bromo alcohol IIA (81g ), DMF (380 mL) and N,N-dicyclohexylmethylamine (Cy2NMe, 96.5 mL). To the reaction mixture was charged tri-o-tolylphosphine ((o-tol)3P, 506 mg) and trans-diaminedibromopalladium(II) ((NH3)2PdBr2> 454 mg). The batch was heated to 100 C and aged until completion. To the batch was charged 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU, 68.3 mL). The mixture was heated to 120C and aged for at least 6h. The batch was cooled to 45C, aq. Glycolic acid (56.8 mL, 70 wt %,) was slowly charged. Oxoalcohol VA was crystallized by slow addition of anti-solvent DI water at 55C. The crystalline product was dried at room temperature under vacuum with nitrogen sweep to yield oxoalcohol VA (110.7 g, 82% corrected yield from the vinyl alcohol IV. 1NMR (500MHz, CDCl3) delta 8.25 (m, 1H), 8.11 (d, J= 8.5 Hz, 1H), 8.08 (d, J= 1.5 Hz, 1H), 7.94 (m, 1H), 7.80 (m, 1H), 7.75 (d, J- 17.5 Hz, 1H), 7.72 (d, J= 5.0 Hz, 1H), 7.62 (d, J= 8.5 Hz, 1H), 7.49 (m, 1H), 7.46 (dd, J= 8.6, 2.0 Hz 1H), 7.43 (om, 1H), 7.42 (d, J= 16.3 Hz, 1H), 7.29 (dd, J= 7.6, 1.7 Hz, 1H), 7.24 (m, 1H), 7.19 (m, 1H), 3.49-3.42 (om, 4H), 2.47 (s, 1H), 1.73 (s, 6H). 13C NMR (125MHz, CDCl3) delta 199.7, 156.4, 148.6, 145.6, 139.8, 137.4, 136.8, 136.2, 135.6, 134.0, 131.6, 131.5, 129.6, 129.1, 128.7, 128.24, 128.21, 127.28, 127.26, 126.8, 126.0, 125.75, 125.69, 119.8, 73.8, 42.0, 32.2, 28.5. LC-MS (ESI+) m/z calculated C29H27C1N02 for 456.2 found 456.5 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7073-69-0, 2-(2-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ALBANEZE-WALKER, Jennifer, E.; CHEN, Yonggang; HUMPHREY, Guy; KRSKA, Shane William; QI, Ji; TAN, Lushi; ITOH, Tetsuji; FUNANE, Shigeru; YOKOZAWA, Tohru; KOBAYASHI, Tohru; WO2014/81616; (2014); A1;,
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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.124-76-5, name is Isoborneol, molecular formula is C10H18O, molecular weight is 154.2493, as common compound, the synthetic route is as follows.Computed Properties of C10H18O

In this case, the reaction of preparing camphor by dehydrogenation of liquid isoborneol is carried out in a membrane reactor. In this case, the isoborneol is an industry grade raw material. Since at room temperature, the isoborneol is a solid powder, it is first dissolved in xylene to form 30% solution. The mass reaction space velocity of the solution is 0.5 h-1. After it goes through a heat exchanger to achieve preheating temperature of 220C, it goes into the membrane reactor for dehydrogenation. The pipeline is filled with the GC250 Cu-Zn-Al catalyst produced by Japan NGC Corporation and the thermocouple casing was used to measure the bed temperature of any one of the dehydrogenation reaction tubes. After the oxygen passes through the flow meter, it goes through the center tube dedicated to oxygen gas in the tube. Oxygen permeates through the membrane to the shell and reacts with hydrogen. The molar ratio of oxygen to isoborneol is 1: 6. The shell is filled with Pt / Al2O3 oxidation catalyst prepared by multiple coating-impregnation method, wherein the load mass fraction of Pt is about 1%; the pressure on the dehydrogenation side is 0.6MPa, the reaction temperature is 220C. The film used in the reactor is a silicon dioxide film system manufactured by Sulzer Chemtech (SMS). Each tube has an inner diameter of 8 mm and an outside diameter of 14 mm. The product of camphor and solvent xylene in the dehydrogenation side enters the solvent recovery section for solvent recovery and recycling, and the camphor product is sent to the finished product area.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124-76-5, Isoborneol, and friends who are interested can also refer to it.

Reference:
Patent; Fuzhou University; Zheng, Huidong; Kong, Wei; Zhang, Jianwen; Lin, Yi; Yan, Zuoyi; Wang, Yingshu; Wu, Dan; (11 pag.)CN106365936; (2017); A;,
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Reference of 25574-11-2, Adding some certain compound to certain chemical reactions, such as: 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol,molecular formula is C9H11BrO, 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 25574-11-2.

3-(4-bromophenyl)propan-1-ol (5.77 g, 26.83 mmol) was mixed with dichloromethane (30 mL) and water (30 mL), and benzyl bromide (6.88 g, 40.24 mmol), tetra-n-butylammonium hydrogen sulfate (0.46 g, 1.34 mmol), and sodium hydroxide (5.37 g, 134.17 mmol) were added subsequently. The mixture was stirred overnight, extracted several times with dichloromethane and the combined organic phases were dried over magnesium sulfate and concentrated in vacuo. The crude product was purified on silica gel using a hexane/ethyl acetate gradient, and the appropriate fractions were combined and concentrated. Yield: 3.59 g (43.9%) 1H-NMR (300MHz, CHLOROFORM-d): delta [ppm]= 1.80 – 2.04 (m, 2H), 2.69 (t, 2H), 3.48 (t, 2H), 4.51 (s, 2H), 7.06 (d, 2H), 7.32 – 7.47 (m, 7H).

According to the analysis of related databases, 25574-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; EP2520556; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts