Category: 558-42-9

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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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. Product Details of 558-42-9

Step 1: Methyl 1H-pyrazole-3-carboxylate (2.52 g, 20 mmol, 1 equiv.) was dissolved in DMF (20 mL). K2CO3 (5.53 g, 40 mmol, 2 equiv.) was added, followed by 1-chloro-2-methyl- 2-propanol (2.67 mL, 26 mmol, 1.3 equiv.). The reaction mixture was heated to 80 °C for 40 hours and cooled to room temperature. The reaction mixture was poured into water, extracted with EtOAc, and the combined organic extracts were washed with water and brine. The organic layer was concentrated, and the crude residue was purified on SiO2 (25 100percent EtOAc/Hexanes) to afford the title compound as a colorless oil that solidified upon standing (2.08 g, 53percent yield).

With the rapid development of chemical substances, we look forward to future research findings about 558-42-9.

Reference:
Patent; ARCUS BIOSCIENCES, INC.; LELETI, Manmohan Reddy; MILES, Dillon Harding; POWERS, Jay Patrick; ROSEN, Brandon Reid; SHARIF, Ehesan Ul; (109 pag.)WO2018/213377; (2018); A1;,
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Related Products of 558-42-9, 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. A new synthetic method of this compound is introduced below.

A solution of 1-chloro-2-methyl-2-propanol (2.23 g, 97percent, 0.02 mol), potassium phthalimide (3.780 g, 98percent, 0.02 mol) and sodium iodide (60 mg, 4 mmol) in anhydrous DMF (40 mL) was heated to reflux overnight. The solvent was evaporated under reduced pressure. The resulting product was triturated with a mixture of 3:2 ethyl acetate/hexanes and the ensuing white precipitate was removed by filtration. The yellow filtrate was concentrated under reduced pressure and purified by flash chromatography in a mixture of 2:3 ethyl acetate/hexanes. The impure product thus isolated was triturated with hot hexanes (125 mL) and filtered to remove an insoluble white impurity. After evaporation of the solvent under reduced pressure, the obtained white solid was recrystallized in hexanes. The product was yielded as colorless crystals that were collected by filtration and dried under high vacuum (1.63 g, 37percent yield). m.p.: 104-105° C.; TLC Rf 0.20 (2:3 ethyl acetate/hexanes); FTIR (KBr): 3524, 3456, 3097, 3031, 2973, 2930, 1773, 1698, 1611, 1466, 1427, 1389, 1319, 1190, 1076, 990, 965, 912, 890, 838, 766, 724, 712, 638 cm-1; 1H-NMR(500 MHz, CDCl3): delta 1.26 (s, 6H, 2 CH3), 2.74 (s, 1H, OH), 3.75 (s, 2H, CH2), 7.72 (dd, 2H, Jo=5.44 Hz, Jm=3.04 Hz, 2 Hc),, 7.85 (dd, 2H, Jo=5.42 Hz, Jm=3.06 Hz, 2 Hb); 13C-NMR(126 MHz, CDCl3): delta 27.6 (2 CH3), 49.3 (CH2), 71.6 (CMe2), 123.6 (2 Cb), 132.0 (2 Ca), 134.3 (2 Cc), 169.3 (2 CO).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,558-42-9, 1-Chloro-2-methyl-2-propanol, and friends who are interested can also refer to it.

Reference:
Patent; DRAXIS Specialty Pharmaceuticals Inc.; US2008/102028; (2008); 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C4H9ClO

To a mixture of 1-chloro-2-methylpropan-2-ol (2.2 g, 20.26 mmol) and potassium ethanethioate (6.94 g, 60.8 mmol) in DMF (20 mL) was added 100 mg of sodium bromide and the resulting mixture was heated at 50° C. for 18 hours. The mixture was then poured into water and extracted with EtOAc. The acetate layer was washed with water, brine, dried with MgSO4 and concentrated under reduced pressure to provide 3.4 g of the title compound

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, 558-42-9, 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); 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 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. name: 1-Chloro-2-methyl-2-propanol

[00302j 5-(2-fluoro-2-methyl-propoxy)-6-methoxy-pyridine-2- carboxylic acid [00303j A mixture of 1-chloro-2-methyl-propan-2-ol (10 mL, ), 4- hydroxy-3-methyl-benzoic acid (2.0 g, 13.2 mmol), K2C03 (7.3 g, 52.7 mmol), H20 (6.0 mL) and ethanol (60 mL) was heated at 80 °C overnight. The reaction mixturewas cooled to rt, partitioned between iN NaOH and EtOAc and the layers separated. The organic layer was washed with iN NaOH (2x) and the combined aqueous layers were washed with EtOAc. The combined organics were concentrated under reduced pressure and diluted with EtOH (15 mL). The mixture was treated with H20 (2 mL) and NaOH (1.0 g, 26.3 mmol). The reaction mixture was stirred at 40 °C for 4 h. Thereaction mixture was poured into iN NaOH and extracted with ether (2x). The pH was brought to 2-3 with 6N HC1 and the aqueous material was extracted with EtOAc (3x). The organics were combined, washed with saturated aqueous NaC1, dried (Na2SO4), filtered, and evaporated to dryness. The material was triturated with ether to provide 4-(2-hydroxy-2-methyl-propoxy)-3-methyl-benzoic acid (2.2 g, 75percent) as a white solid.?H NMR (400 MHz, DMSO) d 7.75 (dd, J = 8.5, 2.0 Hz, 1H), 7.73 – 7.70 (m, 1H), 6.96 (d, J = 8.6 Hz, 1H), 4.67 (s, 1H, OH), 3.76 (s, 2H), 2.20 (s, 3H), 1.22 (s, 6H). ESI-MS mlz calc. 224.1, found 225.5 (M+1) Retention time: 1.06 mm (3 mm run).

With the rapid development of chemical substances, we look forward to future research findings about 558-42-9.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DENINNO, Michael, Paul; ANDERSON, Corey; CONROY, Erica, Lynn; FRIEMAN, Bryan, A.; GROOTHENHUIS, Peter, Diederik Jan; HADIDA-RUAH, Sara, Sabina; HURLEY, Dennis, James; PIERRE, Fabrice Jean, Denis; SILINA, Alina; UY, Johnny; ZHOU, Jinglan; WO2015/6280; (2015); A1;,
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Electric Literature of 558-42-9, 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.558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, molecular weight is 108.5667, as common compound, the synthetic route is as follows.

To a solution of 4-hydroxy-3,5-dimethylbenzonitrile (2.00 g, 13.5 mmol) and 1-chloro-2-methyl propan-2-ol (8.85 g, 81.5 mmol) in ethanol (50 mL) was added potassium carbonate (7.5 g, 54 mmol) and water (5 mL). The reaction EPO mixture was stirred at reflux for 24 hours. Cooled to room temperature. The precipitated solid was filtered off and washed with water. The solid was dissolved in ethyl acetate (100 mL), washed with water (50 mL), brine (50 ml_) and dried over anhydrous Na2SO4. Removal of solvent gave 4-(2-hydroxy-2- methylpropoxy)-3,5-dimethyl benzonitrile (2.9 g, 97percent) as a white solid. To a solution of 4-(2-hydroxy-2-methylpropoxy)-3,5-dimethyl benzonitrile (2.90 g, 13.2 mmol) in anhydrous DMF (20 mL) was added imidazole (2.7 g, 40 mmol) and tert- butyldimethylsilylchloride (2.19 g, 14.6 mmol). The reaction mixture was stirred at room temperature under nitrogen for 3 days. Water (200 mL) was added and the mixture was extracted with ethyl acetate (200 mL). The organic layer was washed with water (2×100 mL) and brine (100 mL), and dried over anhydrous Na2SO4. The solventwas removed under reduced pressure and the crude compound was purified by column chromatography (Silica Gel 230-400 mesh; 10percent ethyl acetate in hexanes as eluent) to give 4-[2-(te/?-butyldimethylsilanyloxy)-2-methylpropoxy]- 3,5-dimethylbenzonitrile (2.24 g, 54percent). n-Butyl lithium (6.2 mL, 6.6 mmol, 1.6 M solution in hexanes) was added to a solution of 2,4-dimethoxy-6-/V- dimethylbenzamide (0.9 g, 4.3 mmol) in anhydrous THF (10 mL) dropwise at – 1O0C over a period of 10 min under nitrogen. The stirring was continued at O0C for 1 hour. The reaction mixture was cooled to -5O0C. A solution of 4-[2-(tert- butyldimethylsilanyloxy)-2-methylpropoxy]-3,5-dimethylbenzonitrile (1.58 g, 4.73 mmol) in anhydrous THF (5 mL) was quickly added. The cooling bath was removed and the reaction mixture was allowed to warm to room temperature. The stirring was continued at room temperature for 1 hour. Aqueous ammonium chloride solution (10 mL) was added. Ethyl acetate (100 mL) was added. The organic layer was separated, washed with water (10 mL) and dried (Na2SO4). The solvent was removed under reduced pressure and the crude compound was purified by column chromatography (Silica Gel 230-400 mesh; 0-5percent methanol in CH2CI2 as eluent) to give 3-{4-[2-(terf-butyldimethylsilanyloxy)-2-methylpropoxy]- 3,5-dimethylphenyl}-6,8-dimethoxy-2H-isoquinolin-1-one (0.82 g, 37percent) of as white solid. The above compound (0.42 g, 0.82 mmol) was dissolved in anhydrous THF (20 mL). Tetrabutyl ammonium fluoride (4.1 mL, 1.0M solution in THF) was added at O0C. The reaction mixture was stirred at O0C for 10 min, then at room temperature for 2 h and then stirred at 7O0C for 24 hours. The mixture was cooled EPO to room temperature. Saturated aqueous ammonium chloride (30 ml_) was added. The organic phase was separated, washed with water, brine and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. The crude product was purified by column chromatography (Silica Gel 230-400 mesh; 0-4percent methanol in CH2CI2 as eluent) to give 3-(4-(2-hydroxy-2-methylpropoxy)-3,5- dimethylphenyl)-6,8-dimethoxyisoquinolin-1(2H)-one (0.15 g, 46percent) as a white solid. MS (ES) m/z: 398.96 (M+1 ); MP 252-2540C

The chemical industry reduces the impact on the environment during synthesis 558-42-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; RESVERLOGIX CORP.; JOHANSSON, Jan, O.; HANSEN, Henrik, C.; CHIACCHIA, Fabrizio, S.; WONG, Norman, C.W.; WO2007/16525; (2007); A2;,
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Adding a certain compound to certain chemical reactions, such as: 558-42-9, 1-Chloro-2-methyl-2-propanol, 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, Formula: C4H9ClO, blongs to alcohols-buliding-blocks compound. Formula: C4H9ClO

To a solution of 1 -methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)- pyridin-3-yl)-1 H-[1 ,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate (70 mg) and Lambda/,/V-diisopropylethylamine (85 mg) in acetonitrile (2 ml), 1 -chloro-2-methyl- propan-2-ol (48 mg) and sodium iodide (19 mg) were added and heated in microwave at 160 °C for 0.5h. The reaction mixture was concentrated then diluted with dichloromethane and water, extracted with dichloromethane and separated by hydrophobic frits, concentrated. Purified by Strata Si column (5g,dichloromethane:methanol=1 :0, 25:1 , 15:1 , 12.5:1 to 10:1 ) then passed through Strata SCX column (1 g) to give 20.0mg yellow amorphous as 6-(6-(2-(1 -(2-hydroxy- 2-methylpropyl)piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1 -methyl-1 H- [1 ,2,3]triazolo[4,5-c]pyridine-4-carbonitrile (31 percent).1H NMR (CD3OD-d4)5: 9.16 (s, 1 H), 8.75 (s, 1 H), 8.66 (s, 1 H), 4.59 (t, 2H, J=6.4Hz), 4.46 (s, 3H), 2.98 (t, 2H, J=1 1 .6Hz), 2.30 (s, 2H), 2.23 (d, 2H, J=1 1 .6Hz), 1 .70-1.85 (q+d, 4H), 1 .45-1 .60 (br, 1 H), 1 .38 (dq, 2H, J=12.0Hz, 3.30Hz), 1 .17 (s, 6H). MS m/z: 504 (M+H).

The synthetic route of 558-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; N.V. ORGANON; CAI, Jiaqiang; BENNETT, David, Jonathan; JONES, Philip, Stephen; WO2011/86125; (2011); A1;,
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Related Products of 558-42-9, 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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.

Compound 17 (214mg; 0.53mmol), 1 -chloro-2-methyl-2-propanol (0.13ml 1.28mmol), K2CO3 (147mg; 1.1 mmol) in DMF (9ml_) were heated to 120°C for 72 hours. The reaction mixture was cooled to room temperature, poured into H20/K2C03 and extracted with EtOAc. The organic layer was dried (MgS04), filtered and evaporated to dryness. The residue (277mg) was purified by chromatography over silica gel (Irregular SiOH, 15- 40mueta, 30g; mobile phase, gradient from 100percentDCM to 90percentDCM, 10percentMeOH,0.1 percentNH4OH) The pure fractions were collected and evaporated to dryness. The residue (226mg) was crystallized in diethyl ether, yielding 178mg (90percent) of compound 52.MP=159°C(DSC).

According to the analysis of related databases, 558-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; SAXTY, Gordon; MURRAY, Christopher William; BERDINI, Valerio; BESONG, Gilbert Ebai; HAMLETT, Christopher Charles Frederick; JOHNSON, Christopher Norbert; WOODHEAD, Steven John; READER, Michael; REES, David Charles; MEVELLEC, Laurence Anne; ANGIBAUD, Patrick Rene; FREYNE, Eddy Jean Edgard; GOVAERTS, Tom Cornelis Hortense; WEERTS, Johan Erwin Edmond; PERERA, Timothy Pietro Suren; GILISSEN, Ronaldus Arnodus Hendrika Joseph; WROBLOWSKI, Berthold; LACRAMPE, Jean Fernand Armand; PAPANIKOS, Alexandra; QUEROLLE, Oliver Alexis Georges; PASQUIER, Elisabeth Therese Jeanne; PILATTE, Isabelle Noelle Constance; BONNET, Pascal Ghislain Andre; EMBRECHTS, Werner Constant Johan; AKKARI, Rhalid; MEERPOEL, Lieven; WO2011/135376; (2011); 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H9ClO

Example 2A4-(2-Hydroxy-2-methylpropoxy)benzaldehyde5.00 g (40.94 mmol) of 4-hydroxybenzaldehyde, 4.44 g (40.94 mmol) of 1-chloro-2-methyl-2-propanol and 6.08 g (57.32 mmol) of sodium carbonate are initially charged in 50 ml of dry DMF and stirred under reflux for 24 h.After cooling to RT, 20 ml of ethyl acetate and 20 ml of sat. aqueous sodium bicarbonate solution are added.The phases are separated, and the organic phase is dried over magnesium sulfate.After removal of the solvent, the residue is purified by column chromatography on silica gel 60 (mobile phase gradient: cyclohexane/ethyl acetate 5:1?1:1).This gives a reddish solid which is used without further purification for the subsequent step.Yield: 4.40 g (50percent of theory, 90percent purity)LC-MS (method 2): Rt=1.37 min; MS (ESIpos): m/z=195 [M+H]+.

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, 558-42-9, 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/130377; (2011); A1;,
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Reference of 558-42-9, 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 558-42-9 as follows.

Example A65Preparation of intermediate 65: 1-(4-Iodo-pyrazol-1-yl)-2-methyl-propan-2-olA mixture of 4-iodopyrazole (3 g, 15.47 mmol), 1-chloro-2-methyl-2-propanol and cesium carbonate (8.06 g, 24.75 mmol) in N,N-dimethylformamide (30 ml) was stirred at 160¡ã C. for 40 min in a sealed tube, under microwave irradiation.The mixture was diluted with water and extracted with dichloromethane.The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo.The crude product was purified by flash column chromatography (silica; ethyl acetate in heptane 20/80 to 40/60).The desired fractions were collected and concentrated in vacuo to yield intermediate 65 (3.98 g, 97percent) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,558-42-9, its application will become more common.

Reference:
Patent; Pastor-Fernandez, Joaquin; Bartolome-Nebreda, Jose Manuel; Macdonald, Gregor James; Conde-Ceide, Susana; Delgado-Gonzalez, Oscar; Vanhoof, Greta Constantia Peter; Van Gool, Michiel Luc Maria; Martin-Martin, Maria Luz; Alonso-de Diego, Sergio-Alvar; Swinney, Kelly Ann; Leys, Carina; Weerts, Johan Erwin Edmond; Wuyts, Stijn; US2011/269752; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 558-42-9, 1-Chloro-2-methyl-2-propanol, 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, Product Details of 558-42-9, blongs to alcohols-buliding-blocks compound. Product Details of 558-42-9

To a suspension of I-47 (336 mg, 0.93 mmol) and potassium carbonate (154 mg, 1.12 mmol) in DMF (6 mL) is added 1-chloro-2-methyl-propan-2-ol (100 muL, 0.98 mmol). The reaction mixture is stirred at 80¡ã C. for 16 h then concentrated in vacuo. The residue is extracted with CH2Cl2, washed with saturated aqueous NH4Cl, dried with Na2SO4, filtered and concentrated in vacuo to afford I-104 (365 mg); m/z 434 [M+H].

The synthetic route of 558-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; BYLOCK, Lars Anders; US2013/195879; (2013); A1;,
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