Category: alcohols-buliding-blocks

Electric Literature of 5333-42-6, 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 5333-42-6 as follows.

Example 13 Preparation of 2-octyldodecyl 2-(2-(2-methoxyethoxy)ethoxy)acetate To a 3-neck 1000 ml round-bottomed flask was added 2-octyl-1-dodecanol (220.00 g, 736.89 mmol, 1.0 equiv.), 2-(2-(2-methoxyethoxy)ethoxy)acetic acid (170.693 g, 957.95 mmol, 1.30 equiv.), toluene (200 ml) and p-toluenesulfonic acid monohydrate (1.4017 g, 7.3688 mmol, 0.010 equiv.) at room temperature. The resulting mixture was heated at reflux with stirring in an oil bath at 134 C. under a nitrogen atmosphere for 6 hours. The water produced in the reaction was collected in a Dean-Stark trap. The cooled mixture was diluted with diethyl ether, washed with dilute aqueous Na2CO3 solution, water, brine, dried (MgSO4), filtered, and concentrated in vacuo to afford a crude product. Excess solvent was further removed by heating the crude product with stirring in an oil bath under high vacuum for 2 hours to afford a clear light yellow liquid (319.67 g, 94%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5333-42-6, its application will become more common.

Reference:
Patent; ExxonMobil Research and Engineering Company; Ng, Man Kit; Oumar-Mahamat, Halou; Cheng, Hong; Blain, David A.; Cooper, Kathleen K.; Carey, James T.; Douglass, Michael R.; Kanga, Percy R.; Patil, Abhimanyu O.; Bodige, Satish; Lewis, Kyle G.; Hagemeister, Mark P.; (40 pag.)US2017/183595; (2017); A1;,
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Related Products of 127-66-2, Adding some certain compound to certain chemical reactions, such as: 127-66-2, name is 2-Phenylbut-3-yn-2-ol,molecular formula is C10H10O, 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 127-66-2.

General procedure: A 50-mL stainless steel autoclave equipped with a magnetic stir bar was charged with ZnCl2 (27.2 mg, 20 molpercent), DBU (76 mg, 50 molpercent), 2b (154.1 mg, 1 mmol), H2O (27 mg, 1.5 mmol) and CH3CN (2.0 mL) successively and sealed at r.t. Then, the pressure was adjusted to 1 MPa with CO2 at the preset temperature (80 °C) and the autoclave was heated at this temperature for 48 h. After the reaction was complete, the reactor was cooled in ice-water bath, and then excess CO2 was carefully vented. Then, the residue was obtained by removing the solvent under vacuum and further purified by column chromatography (petroleum ether/EtOAc 100:1-5:1) to obtain 6b.

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. 127-66-2, 2-Phenylbut-3-yn-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Song, Qing-Wen; Zhao, Qing-Ning; Li, Jing-Yuan; Zhang, Kan; Liu, Ping; Synthesis; vol. 51; 3; (2019); p. 739 – 746;,
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Synthetic Route of 20017-67-8, 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. 20017-67-8, name is 3,3-Diphenyl-1-propanol. A new synthetic method of this compound is introduced below.

A solution (5 ML) of 1-(2-hydroxy-5-nitrophenyl)propan-1-one (500 mg, 2.56 mmol), 3,3-diphenylpropanol (765 mg, 3.84 mmol), 1,1-(azodicarbonyl)dipiperidine (969 mg, 3.84 mmol) and triphenylphosphine (1.01 g, 3.84 mmol) in toluene was stirred for 4 hours at 80C, and to the reaction solution were added 3,3-diphenylpropanol (765 mg, 3.84 mmol), 1,1-(azodicarbonyl)dipiperidine (969 mg, 3.84 mmol), triphenylphosphine (1.01 g, 3.84 mmol) and toluene (5 ML).. The mixture was stirred for 4 hours at 80C. To the reaction solution were further added 3,3-diphenylpropanol (765 mg, 3.84 mmol), 1,1-(azodicarbonyl)dipiperidine (967 mg, 3.84 mmol), triphenylphosphine (1.01 g, 3.84 mmol) and toluene (5 ML), and the mixture was stirred for 12 hours at 80C. The reaction solution was poured into water, and was extracted with ethyl acetate.. The extracted solution was washed with water, was dried with anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure.. The residue was purified by silicagel column chromatography (hexane:ethyl acetate = 20:1), to obtain the titled compound as oil. 600 mg (60.2%) 1H-NMR (CDCl3) delta; 1.23 (3H, t, J = 7.2 Hz), 2.58 – 2.69 (2H, m), 3.04 (2H, q, J = 7.2 Hz), 4.07 to 4.25 (3H, m), 6.87 (1 H, d, J = 9.0 Hz), 7.15 to 7.36 (10H, m), 8.24 (1H, dd, J = 9.0, 2.8 Hz), 8.55 (1H, d, J = 2.8Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,20017-67-8, 3,3-Diphenyl-1-propanol, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1437344; (2004); A1;,
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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. 623-50-7, name is Ethyl 2-hydroxyacetate, molecular formula is C4H8O3, 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. SDS of cas: 623-50-7

A solution of ethyl glycolate (500 mg, 4.8 mmol) and tosyl chloride (915 mg, 4.8 mmol) in anhydrous diethyl ether (2 ml) at 0 0C was treated dropwise with triethylamine (1.34 ml, 9.6 mmol). The temperature was maintained at 0 0C with stirring for a further 2 h. After this time, water was added and the phases separated. The aqueous phase was extracted with fresh diethyl ether. The combined organic extracts were dried (MgSO4), filtered and the solvent removed in vacuo. The crude product was purified by column chromatography over silica gel (Rf=0.29, 25% ethyl acetate in hexane) affording the tosylate 2 as a colorless oil which solidified on standing as a white solid (868 mg, 70%). [This procedure was repeated on 2 x scale (1.8 g, 73%)]. deltaH (400 MHz, CDCl3) 1.22-1.27 (3H, m, CH3), 2.46 (3H, s, ArCH3), 4.16-4.22 (2H, m, CH2CH3), 4.58-4.59 (2H, m, OCH2), 7.36 (2H, d, J=8.2 Hz, ArH), 7.84 (2H, d, J=8.2 Hz, ArH); deltac (100.6 MHz, CDCl3) 14.2, 21.9, 62.1, 64.9, 128.3,130.1, 132.9, 145.5, 166.2; MS (ES+) 276.0 (100%, [M+H20]+) (ion not detected in ES’).

With the rapid development of chemical substances, we look forward to future research findings about 623-50-7.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE; UNIVERSITY OF SOUTH FLORIDA; UNIVERSITY OF CENTRAL FLORIDA; WO2007/136858; (2007); A2;,
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Adding a certain compound to certain chemical reactions, such as: 27489-62-9, trans-4-Aminocyclohexanol, 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, Recommanded Product: 27489-62-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 27489-62-9

Step -I: trans-4-(Dibenzylamino)cyclohexanol (intermediate B8-1) [00288] Benzyl bromide (11.36 mL, 96 mmol) was subsequently added dropwise to a stirring solution of trans -4-aminocyclohexanol (5 g, 43.4 mmol) and potassium carbonate (21g, 152 mmol) in acetonitrile (100 mL). The reaction mixture was stirred at 90 C for 16 h, cooled to ambient temperature, filtered through a Celite pad, and washed with ethyl acetate. The filtrate was concentrated in vacuo. The residue was purified using CombiFlash (40.0 g silica gel column; 2% methanol in DCM), to obtain the title product (6 g, 20.31 mmol, 46.8% yield), as an off-white solid. lU NMR (400 MHz, chloroform-d) delta 7.34 – 7.38 (m, 4H), 7.26 – 7.31 (m, 4H), 7.15 – 7.24 (m, 2H), 3.61 (s, 5H), 2.52 (s, 1.96 – 2.06 (m, 2H), 1.88 (br. s., 2H), 1.43 (d, J= 15.31 Hz, 2H), 1.21 (br. s., 2H); MS(ES): m/z 296.2 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,27489-62-9, trans-4-Aminocyclohexanol, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WASHBURN, William N.; MURUGAIAH SUBBAIAH, Murugaiah Andappan; AHMAD, Saleem; WO2014/39412; (2014); A1;,
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Related Products of 2568-33-4, 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.2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, molecular weight is 104.1476, as common compound, the synthetic route is as follows.

Under argon 3-methylbutane-1 ,3-diol (650 muIota_) is added at 0C to a suspension of NaH (ca. 60% in mineral oil; 400 mg). The mixture is stirred for 1 hour and then treated with 5-bromo-2-chloro-4,6-dimethylpyrimidine (1 .2 g). After stirring for 2 hours at room temperature the mixture is diluted with ethyl acetate and washed with ice- water and brine. After drying (MgSO4) the solvents are evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 70:39?50:50) to give the title compound. Yield: 1 .1 g; LC (method 3): tR = 0.79 min; Mass spectrum (EST): m/z = 289 [M+H]+.

Statistics shows that 2568-33-4 is playing an increasingly important role. we look forward to future research findings about 3-Methylbutane-1,3-diol.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; WO2013/144098; (2013); A1;,
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Synthetic Route of 13330-96-6, 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. 13330-96-6, name is 4-(Dimethylamino)butan-1-ol, molecular formula is C6H15NO, 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 mixture of sodium hydride (72%, 232 mg, 7.0 mmol) and tetrahydrofuran (20 ml) was added 4-(dimethylamino)-1-butanol (0.82 g, 7.0 mmol) at 0C (external temperature), and the reaction mixture was stirred at 45C for 20 minutes. Then, the reaction mixture was cooled at 0C (external temperature). To the reaction mixture was added dropwise a mixture of tributyl-iodomethyl-tin (2.0 g, 4.6 mmol) and N,N-dimethylformamide (20ml) at the same temperature. Then, the reaction mixture was stirred at 45C for 30 minutes. The reaction mixture was brought to room temperature, water and ethyl acetate were added to the reaction mixture, and the organic layer was separated. The organic layer was washed with water and an aqueous saturated sodium chloride solution, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (heptane: ethyl acetate=20:1, NH silica gel) to obtain the title compound (1.4 g, 3.3 mmol, 70%). 1H-NMR Spectrum (CDCl3) delta (ppm) : 0.81-0.97 (15H, m), 1.26-1.35(6H, m), 1.47-1.55(10H, m), 2.21(6H, s), 2.24-2.28(2H, m), 3.30-3.33(2H, m), 3.71(2H, t, J=6.8Hz).

According to the analysis of related databases, 13330-96-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP1867650; (2007); A1;,
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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. 927-74-2, name is 3-Butyn-1-ol, the common compound, a new synthetic route is introduced below. Quality Control of 3-Butyn-1-ol

Preparation 39 Methyl [4-(4-Hydroxybut-1-ynyl)phenyl]acetate To a stirred solution of the product of Preparation 38 (4.5 g, 16.3 mmol) in diethylamine (100 mL) was added but-3-yn-1-ol (1.9 mL, 32.6 mmol), Pd(PPh3)2Cl2 (500 mg, 1.63 mmol) and CuI (154 mg, 0.815 mmol) and resulting mixture was stirred for 17 h at room temperature. The solvent was then removed under reduced pressure and the residue was dissolved in diethyl ether (200 mL) and this solution was filtered to remove salts. The solvent was then removed under reduced pressure and the crude product was purified by silica gel chromatography (60% EtOAc/Hexane) to afford the title intermediate (3.03 g, 91% yield).

The synthetic route of 927-74-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mammen, Mathai; Dunham, Sarah; US2005/113417; (2005); A1;,
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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 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 149965-40-2

(5-Bromo-2-chloro-benzyloxy)-tert-butyl-dimethyl-silane.TBDMS-Cl (10.6 g, 66.7 mmol) was added to a sol. of (5-bromo-2-chloro-phenyl)- methanol (12.8 g, 55.6 mmol) and imidazole (9.42 g, 138 mmol) in DMF (190 mL) at 0 0C. The mixture was stirred for 2 h at 0 0C, and aq. sat. NH4Cl was added. The mixture was extracted with heptane (2x). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane ? EtOAc/heptane 1 :49) yielded the title compound (18.0 g, 96%). LC-MS: tR = 1.22 min.

With the rapid development of chemical substances, we look forward to future research findings about 149965-40-2.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2007/88514; (2007); A1;,
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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 37585-25-4, name is (2-Amino-5-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H8ClNO

General procedure: To an oven-dried 15 mL sealed tube were added 2-aminophenylmethanol 1 (0.425 mmol), benzonitrile 2(0.25 mmol), Ru cat. b (1.94 mg, 1 mol%), and KOtBu (14.02 mg, 0.5equiv) intamyl alcohol (1 mL) under an air atmosphere. The sealedtube was capped and heated at 130C for 2 h. The reaction mixturewas cooled down to room temperature and directly concentratedunder vacuum. The crude mixture was puried by preparative thin-layer-chromatography (petroleum ether/ethyl acetate 20/1) togive the desired product 3 or 4.

With the rapid development of chemical substances, we look forward to future research findings about 37585-25-4.

Reference:
Article; Wan, Xiao-Min; Liu, Zi-Lin; Liu, Wan-Qing; Cao, Xiao-Niu; Zhu, Xinju; Zhao, Xue-Mei; Song, Bing; Hao, Xin-Qi; Liu, Guoji; Tetrahedron; vol. 75; 18; (2019); p. 2697 – 2705;,
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