Category: 22385-77-9

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. 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-3,5-di-tert-butylbenzene

1-Bromo-3,5-di-t-butylbenzene and 40 mL of tetrahydrofuran were put in a 100-mL glass reactor, and cooled to ?70° C. in a dry ice-heptane bath. 16.4 mL (40.9 mmol) of n-butyllithium-n-hexane solution (2.5 mol/L) was dropwise added thereto, and stirred for 30 minutes. Subsequently at ?78° C., 4.25 g (40.9 mmol) of trimethyl borate was added and stirred for 2 hours, and further stirred at room temperature for 12 hours. An aqueous 1 M hydrogen chloride solution was added to the reaction liquid until the pH of the liquid could reach 3, then transferred into a separatory funnel, extracted three times with t-butyl methyl ether, and dried with sodium sulfate. Sodium sulfate was filtered away, the solvent was evaporated under reduced pressure, and the resultant crude product was purified through silica gel column chromatography (developing solvent, petroleum ether/ethyl acetate=20/1) to give 8.00 g (yield 91percent) of 3,5-di-t-butylphenylboronic acid as a pale yellow solid

According to the analysis of related databases, 22385-77-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Japan Polyethylene Corporation Ltd.; Itagaki, Koji; Sakuragi Tsutomu, Tsutomu; Takahashi, Takayoshi; (74 pag.)JP5710035; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 22385-77-9

The title compound 1e was prepared according to a proceduredescribed by Zhu et al.31 Where 1-bromo-3,5-di-tert-butylbenzene(2.50 g, 9.30 mmol), CuI (0.177 g, 0.93 mmol), NaN3 (1.21 g,18.57 mmol), l-proline (0.321 g, 2.74 mmol) and NaOH (0.11 g,2.79 mmol) were added to EtOH:H2O (7:3, 20 mL) and heated to95 C in a sealed tube for 23 h. The reaction mixture was thenadded water (30 mL) and extracted with EtOAc (3 30 mL). Dryingover MgSO4 and evaporation under reduced pressure yielded a yellowoil, which then was purified using flash column chromatography(pentane), affording 1e as a colorless oil (0.725 g, 3.13 mmol,34percent). 1H NMR spectra coincided with previously reported data.441H NMR (400 MHz, CDCl3): d 7.20 (t, 1H, J = 1.5 Hz, HPh-4), 6.86(d, 2H, J = 1.6 Hz, HPh-2 and HPh-6), 1.31 (s, 18H, 2 t-Bu).

The synthetic route of 22385-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bakka, Thomas A.; Str°m, Morten B.; Andersen, Jeanette H.; Gautun, Odd R.; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5380 – 5395;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 22385-77-9,Some common heterocyclic compound, 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, molecular formula is C14H21Br, 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.

2,6-Bis(aniline)pyridine (500 mg, 1.914 mmol), 3,5-di-t-butyl-bromobenzene (1.26 g, 4.688 mmol), Pd2(dba)3 (87.6 mg, 95.7 mumol), BINAP (128.7 mg, 229.5 mumol) and sodium t-butoxide (552 mg, 5.744 mmol) were dissolved in 15 mL of toluene. The mixture was stirred for 48 h at 90 0C before cooling it to room temperature and quenching the reaction with 20 mL of water. After separation with dichloromethane, the volatiles were removed in vacuo from the organic extract. The obtained orange oil was passed through a silica gel column by a 20:1 mixture of dichloromethane and ethyl acetate and then was triturated from cold methanol and collected by filtration. 854 mg of pale-yellow solid 6a were obtained after a single wash (70 percent yield). 1H NMR (CDCl3) delta: 1.22 (s, 36eta, C(CH3)3), 6.93 (td, 2eta), 6.99 (t, 2H tBu-Ph-H), 7.05 (d, 4eta, tBu-Ph-H), 7.30 (td, 2eta), 7.54 (dd, 2H), 7.66 (d, 4H, Ph-H, Py-H), 7.90 (t, 1eta, Py-H), 9.8 (s, 2eta,NH). 1H-NMR (C6D6) delta: 1.22 (s, 36H, C(CH3)3), 6.86 (td, 2eta, Ph-H), 7.14 (t, 2eta), 7.1-7.2 (d+t, 3H, Py-H), 7.24 (td, 2eta, Ph-H), 7.32 (d, 4eta), 7.52 (dd, 2H, Ph-H), 7.85 (dd, 2eta, Ph-H), 10.14 (s, 2eta,NH). 13C NMR (CDCl3) delta: 31.6 (CH3), 35.0 (C(CH3)3), 114.6, 115.8, 116.1, 118.9, 120.5, 124.7, 130.0, 130.5, 138.5, 141.5, 143.2, 151.9, 157.3.

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-3,5-di-tert-butylbenzene, its application will become more common.

Reference:
Patent; CALIFORNIA INSTITUTE OF TECHNOLOGY; AGAPIE, Theodor; GOLISZ, Suzanne; TOFAN, Daniel; BERCAW, John, E.; WO2008/36882; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 22385-77-9,Some common heterocyclic compound, 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, molecular formula is C14H21Br, 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.

The reaction flask was sequentially charged with raw materials la (56 mg, 0.2 mmol) and 21 (1 mL), cesium carbonate (130 mg, 2.0 eq), dilute ligand L2-1 (2.6 mg, 5 molpercent), tricyclohexylphosphine tetrafluoroboron Acid salt (1.8 mg, 2.5 molpercent), [Rh (cod) Cl] 2 (2.5 mg, 2.5 molpercent), di-tert-butylphosphonium chloride (18 mg, 0.1 mmol) and toluene (2 mL) in nitrogen In an atmosphere, the mixture was stirred at 120 ° C for 24 hours, cooled to room temperature, diluted with ethyl acetate (5 mL), diluted with EtOAc (2 mL), and brine (5 mL) After spin-drying column chromatography, the eluent was (ethyl acetate/petroleum ether = 1/15) to give product 3a as a white solid 24 mg, yield 18percent.

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-3,5-di-tert-butylbenzene, its application will become more common.

Reference:
Patent; UNIV NANKAI; Nankai University; YE MENGCHUN; Ye Mengchun; YANG JINFEI; Yang Jinfei; (18 pag.)CN107840784; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Bromo-3,5-di-tert-butylbenzene

Bis(pinacolato)diboron (6.89 g, 27.1 mmol) , KOAc (7.01 g, 71.4 mmol), 13 (5.62 g, 20.9 mmol) and 25 mL of dioxane were sparged with Ar for 1 h. Pd(dppf)Cl2 (341 mg, 0.418 mmol) was added and the reaction was sparged for an additional 20 min. The reaction was then refluxed overnight. The reaction was then cooled to room temperature and quenched with 50 mL of sat. NH4Cl and diluted with 75 mL of distilled water and extracted 3 x with 75 mL of Et2O. The combined organics were washed with 75 mL of water and 75 of brine, dried with magnesium sulfate, treated with activated charcoal, and filtered in through a pad of celite. The solvents were removed under vacuum. The product was isolated with column chromatography to afford a white solid (3.31 g, 50percent), mp 175-178 C (lit.7 mp 179 C). 1H NMR (CDCl3): delta 7.67 (s, 2H), 7.55 (s, 1H), 1.35 (s, 30H). The 1H NMR matches the known spectrum.7

The synthetic route of 22385-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dressler, Justin J.; Miller, Sarah A.; Meeuwsen, Brian T.; Riel, Asia Marie S.; Dahl, Bart J.; Tetrahedron; vol. 71; 2; (2015); p. 283 – 292;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C14H21Br

In a 500 ml glass reaction vessel, 17.9 g (66.5 mmol) of 1-bromo-3,5-di-tert-butylbenzene,200 ml of dimethoxyethane (DME) was added,dry ice-It was cooled to -78 ¡ã C. in a methanol bath.Here, 1.65 mol / LA solution of tert-butyllithium-n-pentane80.6 ml (132 mmol)Was added dropwise,Stir for 2 hours as it was. While being cooled at -78 ¡ã C.,18.0 ml (78 mmol) of triisopropylborate was added dropwise.After the dropwise addition, the mixture was stirred for 17 hours while gradually returning to room temperature. After adding a solution of 38 g of tripotassium phosphate / 100 mL of distilled water and hydrolyzing,10.0 g (51.3 mmol) of 4-bromo-indene,1.30 g (4.96 mmol) of triphenylphosphine and 1.80 g (2.56 mmol) of dichlorobis (triphenylphosphine) palladium were successively added,After removing the low boiling fraction,And heated at 85 ¡ã C. for 6 hours.After allowing to cool, the reaction solution was poured into 100 ml of distilled water, transferred to a separating funnel and extracted with n-hexane three times, 10 ml of concentrated hydrochloric acid was added to the hexane solution at room temperature, and the mixture was stirred at room temperature for 30 minutes to obtain a palladium compound After precipitation, the mixture was filtered through filter paper, and the filtrate was washed three times with saturated brine and distilled water, and dried over sodium sulfate. The sodium sulfate was filtered, the solvent was distilled off under reduced pressure, dissolved in hexane / diisopropyl ether = 10: 1, and filtered through a silica gel column to give 4- (3,5-tert-butylphenyl) indene, 15.6 g of a pale yellow oil was obtained (yield 100percent).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 22385-77-9.

Reference:
Patent; Japan Polyethylene Corporation; Japan Polypropylene Corporation; Itagaki, Koji; Sakuragi, Tsutomu; (20 pag.)JP2015/110528; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 22385-77-9, These common heterocyclic compound, 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, 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.

A solution of2,2,6,6-tetramethylpiperidine (1.6 mL, 9.6 mmol) in THF (10 mL) was treated withn-BuLi (6.0 mL, 1.60 M in hexane, 9.6 mmol) at 0 ¡ãC. After stirring for 1 h at 0 C thesolution was added to a solution of compound 3 (1.81 g, 4.00 mmol) in THF (8 mL) at?78 ¡ãC. After stirring for 30 min at ?78 ¡ãC and 3 h at ?30 ¡ãC the reaction mixture wastransferred to a suspension of ZnCl2 (1.09 g, 8.00 mmol) in THF (8 mL) at ?78 ¡ãC.Stirring was continued at ?78 ¡ãC for 30 min before the mixture was warmed to roomtemperature, where stirring was maintained for 30 min. To the resulting solution wasadded a solution of 1-bromo-3,5-di-t-butylbenzene (1.18 g, 4.40 mmol) and [Pd(PPh3)4](0.23 g, 0.20 mmol) in THF (8 mL). The reaction mixture was heated to 60 ¡ãC for 10hours, before the reaction was quenched with a saturated aqueous ammonium chloride solution. The reaction mixture was extracted with hexane and the combined organicphases were washed with water and dried over MgSO4. After filtration, the filtrate wasevaporated to dryness under reduced pressure and the obtained residue was purified bycolumn chromatography on silica gel (hexane). Washing the resulting solid with smallamount of methanol to give compound 4 (1.99 g, 3.10 mmol, 78percent). 4: orange solid, m.p.139-141 ¡ãC. 1H NMR (300 MHz, CDCl3) delta 1.39 (s, 36H), 4.14 (s, 5H), 4.59 (s, 2H),7.35 (t, J = 1.8 Hz, 1H), 7.62 (d, J = 1.8 Hz, 2H); 13C NMR (75 MHz, CDCl3) delta 31.5 (q),34.9 (s), 67.0 (d), 73.5 (d), 79.7 (s), 88.6 (s), 120.9 (d), 124.4 (d), 135.5 (s), 149.8 (s).Anal. Calcd for C38H49BrFe: C, 71.14; H, 7.70percent. Found: C, 71.30; H, 7.66percent.

The synthetic route of 22385-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sasamori, Takahiro; Suzuki, Yuko; Sakagami, Michiyasu; Miyake, Hideaki; Tokitoh, Norihiro; Chemistry Letters; vol. 43; 9; (2014); p. 1464 – 1466;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, 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 22385-77-9, HPLC of Formula: C14H21Br

2-(3,5-Di-t-butylphenyl)benz[f]indene (Ligand J) Benz[f]indene (10.8 g, 0.065 mole) was dissolved in 100 mL of dimethylformamide. 1-Bromo-3,5-di-t-butylbenzene (14 g, 0.052 mole) was added along with palladium acetate (0.3 g), tri-o-tolylphosphine (0.8 g), and triethyl amine (11.0 g). The solution was heated to 60 C for 3 days. The solution was cooled and washed with 1 N HCl and by saturated sodium bicarbonate. The product was found to be difficult to separate from the residual tri-o-tolylphosphine. After purifying by passing through silica with hexanes three times, and recrystallization from ethanol, followed by three recrystallizations from hexanes, it yielded 5.8 g of 2-(3,5-di-t-butylphenyl)benz[f]indene (26% yield). 1H-NMR (CDCl3, 300 MHz) delta 7.95-7.77 (m, 4H); 7.52-7.37 (m, 5H); 7.23 (s, 1H); 3.99 (s, 2H); 1.43 (s, 18H).

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-3,5-di-tert-butylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BP Corporation North America Inc.; EP1157047; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 22385-77-9,Some common heterocyclic compound, 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, molecular formula is C14H21Br, 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.

A solution of 1-bromo-3,5-di-tert-butylbenzene (3.380 g, 12.55 mmol, 3 equiv) in THF (25mL) was added dropwise under stirring to magnesium turnings (0.366 g, 15.05 mmol, 3.2equiv), activated with iodine (?0.1 mg). The reaction was stirred for 4 h under reflux, thencooled to ambient temperature and the unreacted Mg was filtered off. The Grignard solutionwas added dropwise to a solution of BiCl3 (1.312 g, 4.16 mmol, 1 equiv) in THF (20 mL) at0 C, and the reaction mixture was stirred overnight at ambient temperature. The solvent wasremoved under vacuum and the green residue was extracted with n-pentane (3 ¡Á 20 mL). After the removal of the solvent, 4 was isolated a colorless solid. Yield: 2.362 g (73percent basedon BiCl3). Single crystals suitable for X-ray analyses were grown from CH2Cl2 solution.

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-3,5-di-tert-butylbenzene, its application will become more common.

Reference:
Article; Preda, Ana-Maria; Krasowska, Ma?gorzata; Wrobel, Lydia; Kitschke, Philipp; Andrews, Phil C.; MacLellan, Jonathan G.; Mertens, Lutz; Korb, Marcus; Rueffer, Tobias; Lang, Heinrich; Auer, Alexander A.; Mehring, Michael; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2125 – 2145;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 22385-77-9, The chemical industry reduces the impact on the environment during synthesis 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, I believe this compound will play a more active role in future production and life.

1-Bromo-3,5-tert-butylbenzene (2.50 equivalents, CAS: 22385-77-9) in dry THF is added dropwise to activated magnesium turnings suspended in dry THF under N2 atmosphere. After addition, the mixture is refluxed for a few hours until 1-bromo-3,5-tert-butylbenzene (CAS: 22385-77-9) is consumed completely and the mixture becomes dark brown. The resulting Grignard reagent is slowly added to cyanuric chloride (1.00 equivalent in dry toluene, CAS: 108-77-0) at room temperature (RT) (the cyanuric chloride was previously prepared in another flask). After addition, the mixture is refluxed overnight and cooled to RT. The crude product 2- chloro-4,6-bis(3,5-di-tert-butylphenyl)-1 ,3,5-triazine is extracted with DCM/brine and recrystallized from EtOH/DCM (20:1 ) to yield a white solid.

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-3,5-di-tert-butylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CYNORA GMBH; SZAFRANOWSKA, Barbara; PINGEL, Patrick; BERGMANN, Larissa; AMBROSEK, David; KASPAREK, Christian; (0 pag.)WO2019/162332; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary