Category: 1647-23-0

Application of 1647-23-0, The chemical industry reduces the impact on the environment during synthesis 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, I believe this compound will play a more active role in future production and life.

EXAMPLE 24A Methyl 2-(4-fluorophenyl)-2,5,5-trimethylhexanoate A solution of the compound of Example 22A (11.75 g, 64.6 mmol) in tetrahydrofuran (30 mL) was added dropwise over 20 min to a -78 C. solution of lithium hexamethyldisilazide (previously prepared from hexamethyldisilazane (17.0 mL, 80.7 mmol) and n-butyllithium in hexane (2.5 M, 31.0 mL, 77.5 mmol)) in tetrahydrofuran (40 mL) and allowed to stir at that temperature for 1 h. The solution was then treated with 1-bromo-3,3-dimethylbutane (12.0 mL, 83.9 mmol), followed by stirring at -78 C. for 30 min, and then warming to 25 C. for 18 h. The solution was quenched by addition of saturated ammonium chloride solution (4 mL) and then concentrated in vacuo. The residue was diluted with ethyl acetate and water. The organic layer was extracted with water (2*), saturated NaCl solution and dried (Na2SO4). Concentration in vacuo afforded an oil, which was distilled under reduced pressure (90-93 C./0.3 mm Hg) to afford the product (4.85 g, 28%) as a colorless oil. 1H NMR (300 MHz, CDCl3): delta 0.86 (s, 9H) 1.03 (m, 2H) 1.51 (m, 3H) 1.86 (m, 1H) 2.00 (m, 1H) 3.65 (m, 3H) 7.03 (m, 2H) 7.27(m, 2H).

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, 1-Bromo-3,3-dimethylbutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hutchinson, Douglas K.; Bellettini, John R.; Betebenner, David A.; Bishop, Richard D.; Borchardt, Thomas B.; Bosse, Todd D.; Cink, Russell D.; Flentge, Charles A.; Gates, Bradley D.; Green, Brian E.; Hinman, Mira M.; Huang, Peggy P.; Klein, Larry L.; Krueger, Allan C.; Larson, Daniel P.; Leanna, M. Robert; Liu, Dachun; Madigan, Darold L.; McDaniel, Keith F.; Randolph, John T.; Rockway, Todd W.; Rosenberg, Teresa A.; Stewart, Kent D.; Stoll, Vincent S.; Wagner, Rolf; Yeung, Ming C.; US2005/107364; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1647-23-0, A common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, molecular formula is C6H13Br, 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.

Step 1 : A solution of A/fA/-diisopropylethytamine (2.4 mL, 17.1 mmol, 1 eq) in THF (10 mL) was cooled to -78C. A solution of /7-butyllithium in hexanes (2.5M, 6.85 mL, 17.1 eq) was added dropwise with stirring. The solution was warmed to 0C for 10 min, then cooled again to -78C. At -78C, a solution of methyl 4-(cyanomethyl)benzoate (3g, 20 mmol, 1 eq) in THF (8 mL) was added dropwise to the LDA solution (a dark red slurry formed). After stirring the resulting slurry for 10 minutes at -78C, 1-bromo-3,3- dimethylbutane (2.46 mL, 17.9 mmol, 1.05 eq) was added rapidly. The reaction was stirred for 30 minutes at -78C then was warmed to room temperature. After 1h, hexamethylphosphoramide (2.5 mL, 14 mmol) was added, and the reaction was stirred at room temperature for 16h. The reaction mixture was partitioned between EtOAc and 1N HCi. The aqueous layer was discarded, and the organic layer was washed with 1 HCI and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and evaporated to afford a crude residue which waschromatographed on silica gel (gradient elution, 0% to 30% EtOAc in hexanes, SiO2) to afford the desired product as a white crystalline solid (2.49g, 54%),

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SCHERING CORPORATION; WONG, Michael, K.; LAVEY, Brian, J.; YU, Wensheng; KOZLOWSKI, Josheph, A.; DEMONG, Duane, E.; DAI, Xing; STAMFORD, Andrew, W.; MILLER, Michael, W.; ZHOU, Guowei; YANG, De-Yi; GREENLEE, William, J.; WO2011/119559; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1647-23-0, The chemical industry reduces the impact on the environment during synthesis 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, I believe this compound will play a more active role in future production and life.

EXAMPLE 24A Methyl 2-(4-fluorophenyl)-2,5,5-trimethylhexanoate A solution of the compound of Example 22A (11.75 g, 64.6 mmol) in tetrahydrofuran (30 mL) was added dropwise over 20 min to a -78 C. solution of lithium hexamethyldisilazide (previously prepared from hexamethyldisilazane (17.0 mL, 80.7 mmol) and n-butyllithium in hexane (2.5 M, 31.0 mL, 77.5 mmol)) in tetrahydrofuran (40 mL) and allowed to stir at that temperature for 1 h. The solution was then treated with 1-bromo-3,3-dimethylbutane (12.0 mL, 83.9 mmol), followed by stirring at -78 C. for 30 min, and then warming to 25 C. for 18 h. The solution was quenched by addition of saturated ammonium chloride solution (4 mL) and then concentrated in vacuo. The residue was diluted with ethyl acetate and water. The organic layer was extracted with water (2*), saturated NaCl solution and dried (Na2SO4). Concentration in vacuo afforded an oil, which was distilled under reduced pressure (90-93 C./0.3 mm Hg) to afford the product (4.85 g, 28%) as a colorless oil. 1H NMR (300 MHz, CDCl3): delta 0.86 (s, 9H) 1.03 (m, 2H) 1.51 (m, 3H) 1.86 (m, 1H) 2.00 (m, 1H) 3.65 (m, 3H) 7.03 (m, 2H) 7.27(m, 2H).

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, 1-Bromo-3,3-dimethylbutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hutchinson, Douglas K.; Bellettini, John R.; Betebenner, David A.; Bishop, Richard D.; Borchardt, Thomas B.; Bosse, Todd D.; Cink, Russell D.; Flentge, Charles A.; Gates, Bradley D.; Green, Brian E.; Hinman, Mira M.; Huang, Peggy P.; Klein, Larry L.; Krueger, Allan C.; Larson, Daniel P.; Leanna, M. Robert; Liu, Dachun; Madigan, Darold L.; McDaniel, Keith F.; Randolph, John T.; Rockway, Todd W.; Rosenberg, Teresa A.; Stewart, Kent D.; Stoll, Vincent S.; Wagner, Rolf; Yeung, Ming C.; US2005/107364; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1647-23-0,Some common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, molecular formula is C6H13Br, 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.

Ste S; The grignard reagent was made as follows: Magnesium turnings (2.4 g, 100 mmol) were suspended in dry Et2O (150 ml) under N2. A few iodine crystals were added to the mixture. The 1 -bromo-3,3-diemthyl butane (16.5 g, 100 mmol) in Et20 (50 ml) was added in portions over ~ 45 minutes to maintain gentle reflux. After the addition of all of the 1-bromo-3,3-diemthyl butane, the reaction was refluxed for 2 nr. The gringnard solution was used as is in the next step.The grignard reagent (100 mmol in 200 ml of Et20) was added to a solution of the imine (9.9 g, 33.5 mmol) at -78C. The solution was siowly warmed to RT. After stirring at RT for 2 h, the reaction was quenched with sat. NH4CI(aq.) at 0 C. Ethyl acetate was added, and the mixture was stirred at RT for 1 h. The layers were separated, and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine and dried (MgS04). The mixture was filtered and concentrated. The residue was purified via gradient flash chromatography (0-40% EtOAc in hexanes, SiO2). The major fraction was recrystallized from heptane/IPA which yielded 2.8 g of the desired product. The mother liquor was recrystallized once again to provide an additional 1.3 g (32 % total).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3,3-dimethylbutane, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WONG, Michael, K.; LAVEY, Brian, J.; YU, Wensheng; KOZLOWSKI, Josheph, A.; DEMONG, Duane, E.; DAI, Xing; STAMFORD, Andrew, W.; MILLER, Michael, W.; ZHOU, Guowei; YANG, De-Yi; GREENLEE, William, J.; WO2011/119559; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, belongs to bromides-buliding-blocks compound, 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 1647-23-0, Recommanded Product: 1-Bromo-3,3-dimethylbutane

1-(2-Chloro-phenyl)-4,4-dimethyl-pentan-1-one 14.1 g (580 mmole) Magnesium turnings were placed in a 1 l-roundbottom flask equipped with a dropping funnel and a reflux condenser, and 60 ml of THF were added. The magnesium was etched slightly with a few crystals of iodine and then 2 g of 1-bromo-3,3-dimethyl-butane were added and the mixture was heated locally. After the start of the Grignard-formation the rest of the 1-bromo-3,3-dimethyl-butane in 350 ml of THF (88.1 g in total, 533 mmole) were added within a period of 20 min. The mixture was refluxed for 1.5 h and then cooled to room temperature. In a separate 2 l-roundbottom flask 63.9 g (464 mmole) of 2-chloro-benzonitrile and 141 mg (0.16 mole %) copper(I)iodide were dissolved in 265 ml of THF. The Grignard-solution was added dropwise over a period of 30 min and the reaction mixture was refluxed for 3 h. After standing overnight at room temperature, a mixture of 190 ml water and 127 ml concentrated hydrochloric acid were added very carefully, causing a strongly exothermic reaction. The mixture was stirred at 50 C. for 1 h and the layers were separated. The aqueous layer was extracted twice with 150 ml of toluene each. The combined organic layers were washed twice with 2 M sulphuric acid, once with a saturated sodium bicarbonate solution and once with a saturated sodium chloride solution. After drying over magnesium sulphate the solvent was evaporated in vacuo to yield 103.8 g (quant.) of the desired phenone as slightly brown oil. 1H-NMR (400 MHz, CDCl3): delta=7.41-7.26 (m, 4H, aromatic), 2.87 (m, 2H, COCH2), 1.59 (m, 2H, CH2-t-Bu), 0.90 (s, 9H, t-Bu) ppm.

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

Reference:
Patent; Lammus Novolen Technology GmbH; US8299287; (2012); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1647-23-0,Some common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, molecular formula is C6H13Br, 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.

Into a 1 L round bottom flask equipped with a dropping funnel and a reflux condenser, 14.1 g (580 mmol) of shaved magnesium was added and 60 ml THF was added. Magnesium was etched slightly with a few iodine crystals, then 2 g of 1-bromo-3,3-dimethyl-butane was added and the mixture was locally heated. After the onset of Grignard formation, the remainder of 1-bromo-3,3-dimethyl-butane (total 88.1 g, 553 mmol) in 350 ml of THF was added within 20 minutes. The mixture was refluxed for 1.5 hours and then cooled to room temperature. In a separate 2 L round bottom flask, 63.9 g (464 mmol) of 2-chloro-benzonitrile and 141 mg (0.16 mol%) of copper (I) iodide were dissolved in 265 ml of THF. The Grignard solution was added dropwise over 30 minutes and the reaction mixture was refluxed for 3 hours. After standing overnight at room temperature, a mixture of 190 ml of water and 127 ml of concentrated hydrochloric acid was added very carefully to produce a strongly exothermic reaction. The mixture was stirred at 50 C. for 1 hour and the layers were separated. The aqueous layer was extracted twice with 150 ml each of toluene. The combined organic layers were washed twice with 2 M sulfuric acid, once with saturated sodium bicarbonate solution and once with saturated sodium chloride solution. After drying over magnesium sulfate, the solvent was evaporated in vacuo to give 103.8 g (quantitative) of the desired phenone as a slightly brown oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3,3-dimethylbutane, its application will become more common.

Reference:
Patent; LUMMUS NOVOLEN TECHNOLOGY GMBH; (91 pag.)JP6196581; (2017); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1647-23-0, These common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, 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.

Example 218 (R)-2-Ethyl-piperazine-1-carboxylic acid 3-(3,3-dimethyl-butoxy)-2,6-difluoro-benzyl ester hydrochloride According to example 207 the title compound was synthesised from (R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2,6-difluoro-3-hydroxy-benzyl)ester and 3,3-dimethylbutyl bromide. MS (ISP): 385 (M+H)+.

The synthetic route of 1647-23-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1647-23-0, 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. 1647-23-0, name is 1-Bromo-3,3-dimethylbutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The title compound was prepared from 50 mg 3-ter/-butylquinolin-2(lH)-one (Preparative Example 1, Step E), 55 mg l-bromo-3,3-dimethylbutane, and 143 mg cesium carbonate in 1 mL DMF at 55C for 12 hours. It was separated from less polar side-product 3-ter*-butyl-2-(3,3-dimethylbutoxy)-7- methoxyquinoline using RP-etaPLC. The isomers were identified by comparison of NMR with isomers in Preparative Example 1, Step F. 1H NMR in CDCl3 at 500 MHz: 7.53 (s, IH), 7.46 (d, 9.0 Hz5 IH), 6.81 (dd, 9.0 & 2.0 Hz, IH), 6.77 (d, 2.0 Hz, IH), 4.29 (m, 2H), 3.92 (s, 3H), 1,68 (m, 2H)5 1.44 (s, 9H), 1.26 (s, 9H).

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, 1-Bromo-3,3-dimethylbutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2007/108968; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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 1647-23-0 as follows. name: 1-Bromo-3,3-dimethylbutane

Step 5. 5-amino-6-chloro-N-{[1-(3,3-dimethylbutyl)piperidin-4-yl]methyl}-2-ethylimidazo[1,2-a]pyridine-8-carboxamide To a stirred mixture of 5-amino-6-chloro-2-ethyl-N-(piperidin-4-ylmethyl)imidazo [1,2-a]pyridine-8-carboxamide (EXAMPLE 28, Step 4, 450 mg, 1.34 mmol) and 1-bromo-3,3-dimethylbutane (606 mg, 3.35 mmol) in N,N-dimethylformamide (6 mL) were added potassium carbonate (648 mg, 4.69 mmol) and sodium iodide (502 mg, 3.35 mmol). After stirring at 90 C. for 42 h, the reaction mixture was cooled and evaporated. The residue was diluted with dichloromethane (30 mL) and water (20 mL). The water phase was extracted with dichloromethane (2*30 mL). The combined extract was washed with brine, dried over magnesium sulfate, and concentrated. Flash chromatography (NH-silica gel) of the residue eluding with hexane/ethyl acetate (1:1 to 1:2) afforded a brown solid (296 mg), which was recrystallized from ethyl acetate to give 191 mg (34%) of the title compound as a pale brown solid. MS (ESI) m/z: 420 (M+H)+, 418 (M-H)-. m.p. (TG/DTA): 234 C. IR (KBr) nu: 3136, 2947, 1636, 1607, 1558 cm-1. 1H-NMR (CDCl3) delta: 0.89 (9H, s), 1.36 (3H, t, J=7.5 Hz), 1.98-1.36 (9H, m), 2.37-2.26 (2H, m), 2.83 (2H, q, J=7.5 Hz), 3.02-2.92 (2H, m), 3.45 (2H, t, J=6.2 Hz), 4.96 (2H, bsv), 7.12 (1H, s), 8.20 (1H, s), 10.17 (1H, bs). Anal. Calcd. for C22H34ClN5O: C, 62.91; H, 8.16; N, 16.68. Found: C, 62.71; H, 8.20; N, 16.62.

According to the analysis of related databases, 1647-23-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Uchida, Chikara; Noguchi, Hirohide; Stobie, Alan; Gymer, Geoffrey; Fenwick, David; US2003/92699; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1647-23-0, These common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, 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.

4-Bromo-2-hydroxy pyridine (600mg, 3.4mmol)taken up in dry DMF under nitrogen. Sodium hydride 60% in oil (165mg, 4.lmmol) added and stirred 30 minutes. Lithiumbromide (598mg, 6.8mmol) added and stirred 1 hour. 1-Bromo-3,3-dimethyl butane (870uL, 6.8mmol) added and stirred 3 days. Reaction was reduced in vacuo and taken up in DCM. This was washed with water, iN NaOH then dried over magnesium sulfate filtered and reduced in vacuo to obtain 860 mg crude product to be used as is in next step. LRMS (ESI) m/z 258/260 [(M+H)], calc?d for C11H16BrNO: 258.16.

Statistics shows that 1-Bromo-3,3-dimethylbutane is playing an increasingly important role. we look forward to future research findings about 1647-23-0.

Reference:
Patent; LEXICON PHARMACEUTICALS, INC.; BI, Yingzhi; GARDYAN, Michael Walter; GREEN, Michael Alan; GODWIN, Kumi; ZHANG, Yulian; WO2015/35167; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary