Category: 558-42-9

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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, the common compound, a new synthetic route is introduced below. Quality Control of 1-Chloro-2-methyl-2-propanol

EXAMPLE 1 Preparation of 2-(2-hydroxy-2-methylpropoxy)phenol from 1-chloro-2-methyl-2-propanol Catechol (11.0 g, 0.10 mole), sodium carbonate (10.6 g, 0.10 mole) and 100 g methanol were combined in a 250 ml 3-necked round bottom flask equipped with an air stirrer, heating mantle, condenser and thermometer, and heated to reflux (approximately 65° C.). 1-Chloro-2-methyl-2-propanol (10.9 g, 0.10 mole) was added by syringe. The mixture was refluxed for 3 hours, then left standing overnight. Water (40 ml) was added and the mixture was refluxed for 2 hours. After cooling, the water was extracted three times with 100 ml of dichloromethane. The combined dichloromethane layers were washed twice with 100 ml of water, then concentrated to afford 4.40 g (24percent) of waxy yellow solid. Recrystallization from ethyl acetate (10 g) and hexane (50 g) gave a white solid. 1 Hnmr analysis was consistent with the structural formula of 2-(2-hydroxy-2-methylpropoxy)phenol. Analysis: Cald., C 65.91percent, H, 7.74percent; found, C 65.85, 66.05, H 7.66, 7.66.

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

Reference:
Patent; Union Carbide Corporation; US4639536; (1987); A;,
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Synthetic Route 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.

[00296j Step 1: methyl 6-chloro-5-(2-hydroxy-2-methyl-propoxy)pyridine-2-carboxylate [00297j A solution of methyl 6-chloro-5 -hydroxy-pyridine-2- carboxylate (1.6 g, 8.3 mmol) in methanol (1.5 mL) was treated with finely ground potassium carbonate (4.6 g, 33.0 mmol). The reaction mixture was heated to 80 °C and1-chloro-2-methyl-propan-2-ol (1.7 mL, 16.5 mmol) was added. The reaction mixture was heated at 80 °C overnight. The reaction mixture was concentrated under reduced pressure. The remaining residue was suspended in water (75 mL) and extracted with ethyl acetate (2 x 75 mL). Organic layers were combined, dried over sodium sulfate, filtered and concentrated under reduced pressure. The resulting oil was purified bysilica gel colunm chromatography: 40 gram silica gel column, 0-30percent ethyl acetate/hexane gradient over 25 mm to afford methyl 6-chloro-5-(2-hydroxy-2-methyl- propoxy)pyridine-2-carboxylate (1.2 g, 54percent) was obtained as a colorless solid. ?H NMR (400 MHz, CDC13) oe 8.09 (d, J = 8.4 Hz, 1H), 7.27 (d, J = 8.4 Hz, 1H), 3.98 (s, 3H), 3.94 (s, 2H), 1.41 (s, 6H). ESI-MS mlz calc. 259.1, found 260.2 (M+1)+;Retention time: 0.99 mm (3 mm run).

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; 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 , The common heterocyclic compound, 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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.

Compound 10-a (77 mg, 0.177 mmol) was dissolved in a mixed liquid of methanol and water (1/1, v/v, 5 mE), and to the solution were added sodium carbonate (28 mg, 0.266 mmol) and 1 -chloro-2-methyl-propan-2-ol (28 mg, 0.266 mmol). The reaction solution was stirred at 80° C. overnight. The reaction mixture was diluted with saturated brine, and the aqueous layer was extracted with ethyl acetate. The separated organic phase was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by Prep -HPEC to obtain compound 13 (35 mg, 39percent). EC-MS (ESI): mlz=507.3 (M+H). ?H NMR (400 MHz, CDC13): oe 8.32 (1H, s), 7.74 (1H, s), 7.68 (1H, s), 7.49 (1H, d, J=8.0 Hz), 7.26-7.29 (2H, m), 6.98 (1H, s), 3.91 (4H, d, J=4.8 Hz), 3.77-3.90 (6H, m), 2.58-2.64 (8H, m), 2.27 (2H, s), 1.09 (6H, s).

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

Reference:
Patent; SHANGHAI YINGLI PHARMACEUTICAL CO., LTD; XU, Zusheng; (174 pag.)US2016/214994; (2016); 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, 558-42-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 558-42-9

A solution of 5 -fluoro-3 -nitropyridin-2( 1 H)-one (0.7058 g, 4.46 mmol), 1 -chloro2-methylpropan-2-ol (1.454 g, 13.39 mmol), potassium carbonate (1.234 g, 8.93 mmol) and sodium iodide (2.008 g, 13.39 mmol) in DMF (22.32 ml) in a pressure tube was heated to 125 °C and stirred overnight. LCMS showed ?1 :1 starting material:desiredproduct. The reaction was cooled to room temperature. EtOAc (150 mL) was added, and the solution was filtered through Celite®. The filtrate was washed with brine (40 mL), and the organic layer was dried over Na2SO4, filtered and concentrated in vacuo to give a residue which was purified by flash chromatography using an ISCO 80g column (solid loading) eluting with 20-100percent EtOAc/hexane. Appropriate fractions were collected andconcentrated in vacuo to give 5-fluoro-1-(2-hydroxy-2-methylpropyl)-3-nitropyridin-2(1H)-one (0.127 g, 0.497 mmol, 11.12 percentyield).

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; BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; MOSLIN, Ryan M.; WEINSTEIN, David S.; TOKARSKI, John S.; WO2015/89143; (2015); A1;,
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Synthetic Route 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.

[00351j Step 1: methyl 3-chloro-4-(2-hydroxy-2-methylpropoxy)benzoate [00352j A 500 ml 3 neck RB flask was fitted with a mechanical stirrer,a J-Kem temperature probe/controller, an addition funnel, a water cooled reflux condenser and a nitrogen inlet/outlet. The vessel was charged under a nitrogen atmosphere with methyl 3-chloro-4-hydroxy-benzoate (10 g, 53.6 mmol) and methylalcohol (40 ml) which provided a clear pale yellow solution. Stirring was commenced and the pot temperature was recorded at 19 °C. The vessel was then charged with potassium carbonate (30 g, 0.21 mol) added as a solid in one portion which resulted in an exotherm to 23 °C. Note: The potassium carbonate was ground to a fine powder prior to use. The resulting suspension was continued to stir at rt for 15 mm and thentreated with 1-chloro-2-methyl-propan-2-ol (11.6 g, 0.11 mol) added neat dropwise via addition funnel over 10 mm. The resulting reaction mixture/suspension was then heated to 70 °C and stirred for 20 h. The reaction mixture was cooled to rt and diluted with ethyl acetate (250 ml). The mixture was filtered through a glass fit Buchner funnel with a 10 mm layer of Celite. The filter cake was washed with ethyl acetate (2 x100 ml). The filtrate was transferred to a separatory funnel and partitioned with 1 M aqueous NaOH (250 ml). The organic was removed and washed with 1 M aqueous NaOH (2 x 150 ml), saturated aqueous sodium chloride (150 ml), dried over sodium sulfate (250 g) and filtered through a glass frit Buchner funnel. The filtrate was concentrated under reduced pressure to provide methyl 3-chloro-4-(2-hydroxy-2-methylpropoxy)benzoate (9.0 g, 65percent) as a clear pale yellow oil. The material was used without further purification in the next synthetic step. ESI-MS mlz caic. 258.7, found 259.2 (M+1) Retention time: 1.46 mm (3 mm run).

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; 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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Synthetic Route 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 ethyl 9′-hydroxy-1 0′-methyl-2′-oxo-2′,7′-dihydrospiro[cyclobutane-1 ,6′-pyrido[2, 1-a]isoquinoline]-3′-carboxylate (200 mg, 0.59 mmol)in DMF (3 ml) was added K2C03 (407.1 mg, 2.95 mmol), Nal (353.7 mg, 2.36 mmol), and1-chloro-2-methylpropan-2-ol (256.2 mg, 2.36 mmol). The reaction mixture was stirred at 90 oc for 2 h. Then the reaction was extracted with DCM twice, the combined organic phaseswere washed with brine, dried over Na2S04, filtered and concentrated. The residue waspurified by chromatography (silica gel, 0-40percent CH30H in DCM) to afford the title compound(106 mg, 43.7percent yield). LCMS (ESI) m/z: 412.4 (M + 1t.

Statistics shows that 558-42-9 is playing an increasingly important role. we look forward to future research findings about 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; DICKSON, Hamilton D.; KAZMIERSKI, Wieslaw Mieczyslaw; LEIVERS, Martin R.; WEATHERHEAD, John Gordon; (389 pag.)WO2018/154466; (2018); A1;,
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Electric Literature of 558-42-9 , The common heterocyclic compound, 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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.

To 3-bromo-5-fluoro-phenol (9.0 g, 47 mmol), and 1-chloro-2-methyl-propan-2-ol (5.116 g, 47.12 mmol), aqueous sodium hydroxide (37.69 g, 94.24 mmol) was added and the reaction mixture was heated at 120° C. for 5 days in a pressure vessel. The reaction was cooled and then extracted three times with ethyl acetate. The combined organic layer was dried over sodium sulfate, filtered, and the solvent was evaporated under reduced pressure. The crude product was purified on 220 g of silica gel utilizing a gradient of 0 to 10percent ethyl acetate in dichloromethane. The impure product was repurified on 220 g of gold silica gel utilizing a gradient of 0 to 10percent ethyl acetate in dichloromethane to yield 1-(3-bromo-5-fluoro-phenoxy)-2-methyl-propan-2-ol (4.75 g, 18.0 mmol, 38percent). ESI-MS m/z calc. 262.00046. found 263.0 (M+1)+. Retention time: 1.57 minutes (3 min run).

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

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; Miller, Mark Thomas; Anderson, Corey; Arumugam, Vijayalaksmi; Bear, Brian Richard; Binch, Hayley Marie; Clemens, Jeremy J.; Cleveland, Thomas; Conroy, Erica; Coon, Timothy Richard; Frieman, Bryan A.; Grootenhuis, Peter Diederik Jan; Gross, Raymond Stanley; Hadida-Ruah, Sara Sabina; Haripada, Khatuya; Joshi, Pramod Virupax; Krenitsky, Paul John; Lin, Chun-Chieh; Marelius, Gulin Erdgogan; Melillo, Vito; McCartney, Jason; Nicholls, Georgia McGaughey; Pierre, Fabrice Jean Denis; Silina, Alina; Termin, Andreas P.; Uy, Johnny; Zhou, Jinglan; (590 pag.)US2016/95858; (2016); A1;,
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Reference of 558-42-9, 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 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 1-chloro-2-methyl-propan-2-ol (10 mL ), 4-hydroxybenzonitrile (2 g, 16.8 mmol), K2CO3 (9.3 g, 67.3 mmol) in water (6 mL) and ethanol (60 mL) was heated at 80 °C for 16 hours. The reaction mixture was cooled and the solvent was concentrated in vacuo. The residue was diluted with ether (200 mL) and filtered and the filtrate was washed sequentially with water (50 mL) and brine solution (50 mL). The organics were separated and dried over MgSO4 and solvent was removed in vacuo to give a residue which was purified by silica gel column chromatography using (0-100percent) EtOAc/DCM as eluent to give 4-(2-hydroxy- 2-methyl-propoxy)benzonitrile (3.0 g, 94 percent) as a yellow solid. ESI-MS m/z calc. 191.1, found 192.3 (M+1)+; Retention time: 1.05 minutes (3 min run).

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

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HADIDA-RUAH, Sara, Sabina; ARUMUGAM, Vijayalaksmi; DENINNO, Michael, Paul; FRIEMAN, Bryan, A.; KALLEL, Edward, Adam; MILLER, Mark, Thomas; UY, Johnny; ZHOU, Jinglan; WO2013/109521; (2013); A1;,
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Synthetic Route of 558-42-9, Adding some certain compound to certain chemical reactions, such as: 558-42-9, name is 1-Chloro-2-methyl-2-propanol,molecular formula is C4H9ClO, 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 558-42-9.

EXAMPLE 102 1-(4-{5-[4-(3,4-Dichloro-phenyl)-1H-imidazol-2-yl]-pyridin-2-yl}-piperazin-1-yl)-2-methyl-propan-2-ol: (Reference: Ind. Acad. Sci. 1939, 49,101-4.) A solution of 1-{5-[4-(3,4-dichloro-phenyl)-1H-imidazol-2-yl]-pyridin-2-yl}-piperazine (155 mg, 0.41 mmol), sodium carbonate (66 mg, 0.62 mmol, 1.5 equiv) and 1-chloro-2-methyl-propan-2-ol (51 mul, 53 mg, 0.50 mmol, 1.2 equiv) in 50percent aqueous ethanol (20 ml) under nitrogen atmosphere was heated at reflux overnight. The reaction mixture was then diluted with brine and extracted with ethyl acetate (3*25 ml). The combined organic phases were dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. Purification of the residue by flash column chromatography (50percent THF/0.5percent ammonium hydroxide/hexanes) provided the desired product (100 mg, 54percent). MS m/z 446 (M++1).

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; Elliott, Richard L.; Hank, Richard F.; Hammond, Marlys; US2001/39277; (2001); A1;,
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Related Products of 558-42-9, Adding some certain compound to certain chemical reactions, such as: 558-42-9, name is 1-Chloro-2-methyl-2-propanol,molecular formula is C4H9ClO, 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 558-42-9.

5 g (40.94 mmol) of 4-hydroxybenzaldehyde were initially charged in 50 ml of DMF. 4.45 g (40.94 mmol) of 1-chloro-2-methylpropan-2-ol and 6.08 g (57.32 mmol) of sodium carbonate were added, and the mixture was then stirred at 130° C. overnight. Saturated aqueous sodium bicarbonate solution/ethyl acetate were added to the reaction mixture. The precipitate was filtered off and discarded. The two phases were separated from one another, and the aqueous phase was extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered and concentrated using a rotary evaporator. The residue was purified by column chromatography on silica gel 60 (mobile phase: cyclohexane/ethyl acetate 5/1?1/2). Yield: 8.6 g (82percent of theory, 76percent pure) LC-MS (Method 4): Rt=1.17 min; MS (ESIpos): m/z=195 [M+H]+. 1H NMR (400 MHz, DMSO-d6): delta=9.87 (s, 1H), 7.86 (d, 2H), 7.12 (d, 2H), 4.70 (s, 1H), 3.84 (s, 2H), 1.21 (s, 6H).

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; BAYER INTELLECTUAL PROPERTY GMBH; Vakalopoulos, Alexandros; Meibom, Daniel; Nell, Peter; Sussmeier, Frank; Albrecht-Kupper, Barbara; Zimmermann, Katja; Keldenich, Joerg; Schneider, Dirk; Krenz, Ursula; US2013/210795; (2013); A1;,
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