Month: December 2020

Application of 37585-16-3, 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 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(2-amino-4-chlorophenyl)methanol (100 mg, 0.63 mmol), 2,4-dichloropyrimidine (99 mg, 0.67 mmol) and N-ethyl-N-isopropylpropan-2-amine (DIPEA) (0.221 mL, 1.27 mmol) in 2-pentanol (2 mL) were stirred at 100 0C for 3.5 days. The reaction mixture was concentrated to dryness and partitioned between ethyl acetate and water. The aqueous phase was extracted with ethyl acetate, the combined organic phases were washed with brine, dried over magnesium sulfate and concentrated to afford the crude product as an orange oil. The crude product was purified by flash chromatography on silica gel eluting with 0 to 50% ethyl acetate in dichloromethane. The solvent was evaporated to dryness to afford (4-chloro-2-(2-chloropyrimidin-4-ylamino)phenyl)methanol (38.0 mg, 22 %) as a colorless oil which crystallised on standing. Mass Spectrum: M+H+ 270.NMR Spectrum (DMSOdfl: 4.46 (s, 2H), 5.36 (bs, IH), 6.67 (d, IH), 7.32 (dd, IH), 7.51 (d, IH), 7.55 (d, IH), 8.15 (d, IH), 9.47 (bs, IH)

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 37585-16-3, (2-Amino-4-chlorophenyl)methanol.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/104754; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 100-37-8 , The common heterocyclic compound, 100-37-8, name is 2-(Diethylamino)ethanol, molecular formula is C6H15NO, 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.

alpha-methyl-4-(2-thienylcarbonyl)benzene acetyl chloride 28.1g (0.1mol) was dissolved in chloroform 100ml . The mixture was cooled to 0. Triethylamine 15ml and diethylaminoethanol 11.7g (0.1mol) were added to the reaction mixture. The mixture was stirred for 3 hours at room temperature. The solvent was evaporated. The residue was dissolved in methanol (300ml), and 5% sodium bicarbonate (200ml) was added to the reaction mixture. The mixture was stirred for 3 hours. The mixture was evaporated and dried. methanol (300 ml) was added to the residue with stirring. The solid was removed by filtration, and washed with methanol. The solution was evaporated to dryness, and the residue was dissolved in chloroform (200ml). acetic acid 6g was added to the reaction mixture with stirring. Some of the solid matters were removed by filtration. another acetic acid 6g was added to the reaction mixture while Stirring. The organic solution was evaporated. After drying, the desired product 35g (83.2%) was obtained.

The synthetic route of 100-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Techfields Biochem Company Limited; Yu, Chauncy; Shu, Rina; (52 pag.)JP2016/130241; (2016); A;,
Alcohol – Wikipedia,
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Application of 2919-23-5, Adding some certain compound to certain chemical reactions, such as: 2919-23-5, name is Cyclobutanol,molecular formula is C4H8O, 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 2919-23-5.

A solution of 4-nitrophenyl chloroformate (6.00 g) in dichloromethane (12 mL) is added dropwise to an ice-cooled mixture of cyclobutanol (2.00 g), and pyridine (2.4 mL) in dichloromethane (10 mL). The resulting mixture is stirred over night at room temperature. Water and dichloromethane are added and the organic phase is separated, washed with brine and dried over MgSO4. The solvent is evaporated leaving the title compound as an oil, which is used without further purification. Yield: 6.61 g (crude); LC (method 2): tR=1.30 min; Mass spectrum (ESI+): m/z=260 [M+Na]+.

According to the analysis of related databases, 2919-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/322784; (2012); A1;,
Alcohol – Wikipedia,
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Application of 2002-24-6, 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.2002-24-6, name is 2-Aminoethanol hydrochloride, molecular formula is C2H8ClNO, molecular weight is 97.544, as common compound, the synthetic route is as follows.

9-(2′-hydroxyethylamino)-7-methoxy-4-methyl-1-nitroacridine 7-Methoxy-4-methyl-1 -nitro-9-phenoxyacridine (0.72 g) is dissolved in phenol (20 g). Ethanolamine hydrochloride (0.2 g) is added and the mixture is heated at 80 C. for 1.5 hour. The reaction mixture is cooled to room temperature, diluted with dry ether, slowly poured into dry ether (300 ml) and acidified with ethereal solution of hydrogen chloride. The resulting precipitate is filtered off, washed twice with ether and crystallized from absolute methanol to give 9-(2′-hydroxyethylamino)-7-methoxy-4-methyl-1-nitroacridine monohydrochloride as orange crystals (0.6 g, 86%), m.p. 200 C. (decomp.) 1H NMR (d6DMSO): delta2.60 (s, 3H, CH3), 3.50 (s, 4H, H-1′, H-2′), 4.00 (s, 3H, OCH3), 7.66 (dd, 1 H, J1=9.3 Hz, J2=2.5 Hz, H-6), 7.85 (d, 1 H, J =8.2 Hz, H-3), 8.02 (s, 1 H, H-8), 8.15 (d, 1 H, J =7.8 Hz, H-2), 8.22 (d, 1 H, J=7.8 Hz, H-5).

Statistics shows that 2002-24-6 is playing an increasingly important role. we look forward to future research findings about 2-Aminoethanol hydrochloride.

Reference:
Patent; Konopa, Jerzy Kazimierz; Wysocka-Skrzela, Barbara; Tiwari, Raj; US2002/99211; (2002); 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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, the common compound, a new synthetic route is introduced below. Quality Control of 2-(2-Aminoethoxy)ethanol

To a mixture of [2- (2-AMINOETHOXY)] ethanol (99.52 g) and ethyl acetate (200 mL) was dropwise added a mixture of di- tert-butyl dicarbonate (208.57 g) and ethyl acetate (50 mL) under ice-cooling. After stirring at room temperature for 60 hrs. , the mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (500 mL), washed with water (200 mL), 1N hydrochloric acid (200 mL), water (300 mL) and saturated brine (300 mL), and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave tert-butyl [[2- (2-HYDROXYETHOXY)] ethyl] carbamate (169.2 g) as a colorless oil. 1H-NMR [(CDCL3)] : 1.45 (9H, s), 3.33 (2H, q, J=5. lHz), 3.54-3. 59 (4H, [M),] 3.74 (2H, q, J=5. [1HZ),] 4.88 (2H, bs). To a mixture of tert-butyl [[2- (2-] hydroxyethoxy) ethyl] carbamate (53.93 g) obtained above and ethyl acetate (350 mL) were added pyridine (53.78 mL) and ethyl chlorocarbonate (70.57 g) under ice-cooling, and the mixture was stirred at room temperature for 96 hrs. Ethyl acetate (500 mL) was added to the reaction mixture, and the mixture was washed with water (500 mL), an aqueous copper sulfate solution (200 mL), water (300 mL) and saturated brine (300 mL) and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave [2- [2- [ (TERT-] butoxycarbonyl) amino] ethoxy] ethyl ethyl carbonate (93.19 g) as a colorless oil. 1H-NMR [(CDC13)] : 1.32 (3H, t, J=7.2Hz), 1.44 (9H, s), 3.32 (2H, t, J=5. [1HZ),] 3.54 (2H, t, J=5. [1HZ),] 3.67-3. 74 (2H, m), 4.21 (2H, q, J=7.2Hz), 4.26-4. 31 (2H, m), 4.91 (lH, bs). To a solution (350 mL) of [2- [2- [ (TERT-] butoxycarbonyl) amino] ethoxy] ethyl ethyl carbonate (93.15 g) obtained above and methyl iodide (83.6 mL) in N, N- dimethylformamide was added sodium hydride [(60%] in oil, 16.12 g) under ice-cooling. After stirring at room temperature for 24 hrs. , the reaction mixture was poured into an ice-aqueous ammonium chloride solution, and extracted with diethyl ether (800 mL). The diethyl ether layer was washed with saturated brine (300 mL), and dried over anhydrous magnesium sulfate. After concentration under reduced pressure, the residue was purified by silica gel column chromatography (eluted with ethyl acetate: hexane=1 : 8). To the purified product was added a 4N hydrogen chloride-ethyl acetate solution (300 mL) was added, and the mixture was stirred at room temperature for 2 hrs. Diethyl ether (300 mL) was added, and the precipitated solid was collected by filtration. The solid was dried under reduced pressure to give the title compound (33.21 g) as a white solid. [H-NMR] (DMSO-d6) : 1.21 (3H, t, J=7.2Hz), 2.51 (3H, [S),] 3.02- 3.09 (2H, m), 3.65-3. 72 (4H, m), 4.12 (2H, q, J=7.2Hz), 4.22 (2H, t, J=4.5Hz), 9.06 (2H, br).

The synthetic route of 929-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2003/105845; (2003); A1;,
Alcohol – Wikipedia,
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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. 457889-46-2, name is (4′-(Trifluoromethyl)-[1,1′-biphenyl]-4-yl)methanol, the common compound, a new synthetic route is introduced below. Application In Synthesis of (4′-(Trifluoromethyl)-[1,1′-biphenyl]-4-yl)methanol

Example 11A 4-Chloromethyl-4′-trifluoromethylbiphenyl A solution of 5.00 g (19.8 mmol) of (4′-trifluoromethylbiphenyl-4-yl)methanol in 40 ml of chloroform is mixed with 2.89 ml (39.7 mmol) of thionyl chloride dissolved in 10 ml of chloroform, and the mixture is stirred at room temperature over 12 hours. After reaction is complete, the reaction mixture is concentrated to dryness, and the residue is taken up ethyl acetate and washed with saturated sodium carbonate solution. The organic phase is subsequently separated off, dried over sodium sulfate and concentrated after filtration. The resulting crude product is purified by flash chromatography on silica gel 60 (mobile phase: cyclohexane/ethyl acetate 9:1). 5.26 g (19.4 mmol, 98% of theory) of the title compound are obtained. 1H-NMR (300 MHz, DMSO-d6, delta/ppm): 4.83 (s, 2H), 7.58 (d, 2H), 7.78 (d, 2H), 7.91 (d, 2H), 7.82 (d, 2H). MS (E1): 270 (M+).

The synthetic route of 457889-46-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bartel, Stephan; Hahn, Michael; Moradi, Wahed Ahmed; Becker, Eva-Maria; Roelle, Thomas; Stasch, Johannes-Peter; Schlemmer, Karl-Heinz; Wunder, Frank; Knorr, Andreas; US2009/291993; (2009); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 4728-12-5, (2,2-Dimethyl-1,3-dioxan-5-yl)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, COA of Formula: C7H14O3, blongs to alcohols-buliding-blocks compound. COA of Formula: C7H14O3

To a solution of acetonide (2,2-dimethyl-1,3-dioxan-5-yl)methanol (3.0 g, 20.52 mmol) and tetrabutyl ammonium iodide (7.58 g, 20.52 mmol) in anhydrous THF (100 mL) was added sodium hydride (1.108 g, 27.7 mmol) in 3 portions. The mixture was allowed to stir at room temperature for 1 hour and then treated with benzyl bromide (2.93 ml, 24.63 mmol) over 3 minutes. The mixture was allowed to stir overnight at room temperature (18 hours). The mixture was analyzed by tlc (2:1 hexanes:ethyl acetate) and 1H NMR which showed complete consumption of starting material. The mixture was quenched with saturated ammonium chloride solution (75 mL) and extracted with ethyl acetate (200 mL and 100 mL). Combined organic phases were dried over sodium sulfate and then concentrated to dryness. The crude material was then purified by column chromatography over silica gel eluting with 0-30percent EtOAc/hexanes to obtain MD-02-130 as colorless oil. 1H NMR (400 MHz, chloroform-d) delta 7.35 – 7.24 (m, 5H), 4.50 (s, 2H), 3.96 (dd, J = 12.0, 4.2 Hz, 1H), 3.77 (dd, J = 11.8, 6.4 Hz, 1H), 3.51 (d, J = 6.7 Hz, 2H), 2.04 – 1.97 (m, 1H), 1.41 (s, 3H), 1.38 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4728-12-5, (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; EMORY UNIVERSITY; LIOTTA, Dennis, C.; PAINTER, George, R.; BLUEMLING, Gregory, R.; DE LA ROSA, Abel; (408 pag.)WO2016/145142; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 80866-82-6 ,Some common heterocyclic compound, 80866-82-6, molecular formula is C8H9BrO2, 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-(2-Oxo-2,3-dihydro-benzoimidazol-l-yl)-hexanoic acid ethyl ester (96.7 mg, 0.35 mmol), prepared as described above, (5-bromo-2-methoxy-phenyl)-methanol (152 mg, 0.7 mmol) and trrphenylphosphene (183.6, 0.7 mmol) were combined m a reaction vial and THF (1 iriL) was added. The mixture was stirred until complete solution was attained, then cooled to O0C, and diisopropylazodicarboxylate (0.136 mL, 0.7 mmol) was added dropwise. The reaction mixture was agitated at room temperature overnight, diluted with THF (2 mL) then treated directly with the Amberlyst resin (3 g, 4 mmol). This reaction mixture was agitated overnight and the resin was then filtered and washed with DMF (2 x 3 mL) and several portions of methanol. The product was eluted by treating the resin with a 20% solution of formic acid in methanol (5 mL) and washing with methanol (3 mL). The combined eluant and final wash was evaporated to provide the title compound (154 mg, 99%). LCMS (ESMS): m/z 447/9 (M+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. 80866-82-6, 5-Bromo-2-methoxybenzyl alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/147697; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 403-41-8, 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. 403-41-8, name is 1-(4-Fluorophenyl)ethyl Alcohol. A new synthetic method of this compound is introduced below.

General procedure: A round-bottom flask was charged with alcohol (2 mmol), CuOTf (0.1 mmol, 0.05 equiv) (S)-5-(pyrrolidin-2-yl)-1H-tetrazole (0.1 mmol, 0.05 equiv), TEMPO (0.1 mmol, 0.05 equiv), t-BuOK (2 mmol, 1 equiv) and DMF (5 ml). The reaction mixture was stirred at 25 C open to air until the completion of the reaction, as monitored by TLC. The mixture was then diluted with CH2Cl2 (20 ml), washed with water, dried over Na2SO4, and evaporated under vacuum to give the crude product, which was purified by column chromatography to give the pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,403-41-8, 1-(4-Fluorophenyl)ethyl Alcohol, and friends who are interested can also refer to it.

Reference:
Article; Liu, Yangyang; Xie, Aming; Li, Junjian; Xu, Xiao; Dong, Wei; Wang, Boliang; Tetrahedron; vol. 70; 52; (2014); p. 9791 – 9796;,
Alcohol – Wikipedia,
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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 64431-96-5, name is 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol). This compound has unique chemical properties. The synthetic route is as follows. Product Details of 64431-96-5

1 was prepared by the self-assembly approach: Na2MoO4¡¤2H2O (1.400g, 6.394mmol) and H6bthmap (0.414g, 1.466mmol) were dissolved in water (30mL, 1665mmol) at room temperature, and then the pH was adjusted to 4.0 with 6mol¡¤L-1 HCl. CoCl2¡¤6H2O (0.237g, 0.996mmol) and Ho(NO3)3¡¤5H2O (0.250g, 0.591mmol) were added, and then the pH was adjusted to 4.0 again with 6mol¡¤L-1 HCl. The reaction solution was stirred at ambient temperature for 30min, kept in the 70C water bath for 30min, filtered and evaporated at room temperature. Colorless block crystals were obtained after three weeks. Yield: ca. 42% (based on Na2MoO4¡¤2H2O). Anal. calcd. (found %) for C22H58Mo8N4Na2O40 (1): C 14.42 (14.63), H 3.19 (3.36), N 3.06 (2.95), Na 2.70 (2.51), Mo 41.74 (41.89). The synthetic method of 2 is similar to that of 1 except that (NH4)6Mo7O24¡¤4H2O (0.800g, 0.647mmol) substituted NaMoO4¡¤2H2O, CoCl2¡¤6H2O was replaced by CuCl2¡¤2H2O (0.400g, 2.346mmol) and the stirring time was added to 45min. Blue block crystals were obtained after two weeks. Yield: ca. 45% (based on (NH4)6Mo7O24¡¤4H2O). Anal. calcd. (found %) for C22H70 Cu2Mo8N10O38 (2): C 13.36 (13.49), H 3.57 (3.75), N 7.08 (6.91), Cu 6.22 (6.43), Mo 38.95 (38.81). Notably, albeit CoCl2¡¤6H2O and Ho(NO3)3¡¤5H2O in the preparation of 1 and Ho(NO3)3¡¤5H2O in the preparation of 2 were used as the starting materials, they can’t be observed in the products. When they were moved away under similar conditions, 1 and 2 can’t be obtained, which suggest that there are the collaborative influences of them and other reaction ingredients during the formation of 1 and 2.

With the rapid development of chemical substances, we look forward to future research findings about 64431-96-5.

Reference:
Article; Li, Hailou; Shao, Bo; Li, Yanyan; Chen, Lijuan; Zhao, Junwei; Inorganic Chemistry Communications; vol. 61; (2015); p. 68 – 72;,
Alcohol – Wikipedia,
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