Category: 1073-39-8

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 1073-39-8 as follows. Quality Control of 3-Bromobicyclo[4.2.0]octa-1,3,5-triene

Under argon, 4,4′-dihydroxy-diphenylhexafluorocyclobutane ether (19 g, 0.05 mol) of 4-bromobenzocyclobutene (36.6 g, 0.2 mol), 1.95 Grams of cuprous iodide(0.1 mol), 6.15 g of N-butylimidazole (0.05 mol), 13.86 g of potassium carbonate (0.1 mol) and 100 ml of toluene were added and the temperature was raised to 140 C for 16 hours. The mixture was cooled to room temperature and the reaction mixture was diluted with chloroform, Washed with dilute hydrochloric acid and then neutralized with saturated aqueous sodium bicarbonate. The organic solvent was removed by rotary distillation to give a solid crude product. Purification by column chromatography (petroleum ether / ethyl acetate, 6: 1) gave a white solid product,Yield 66%.

According to the analysis of related databases, 1073-39-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai institute of Organnic Chemistry,Chinese Academy of Sciences; Fang, jiang; Zhou, JunFeng; Luo, yijie; Wang, JiaJia; Jin, kaikai; Wang, Yuanjiang; (13 pag.)CN104311401; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1073-39-8, A common heterocyclic compound, 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, molecular formula is C8H7Br, 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 magnetic stir bar and 3.10 g of magnesium strip were added to the reactor.The vacuum was purged with nitrogen three times (to ensure the removal of oxygen in the system), and 6 mL of tetrahydrofuran and 0.010 g of iodine activated magnesium strip were added to the reactor under nitrogen protection.20 g of 4-bromobenzocyclobutene was diluted in 36 mL of tetrahydrofuran to obtain a mixed solution.A few drops of the mixed solution was added dropwise at room temperature, and the reaction was initiated by contact with magnesium strips and iodine. After the reaction of tetrahydrofuran was slightly refluxed, the mixed solution was slowly added dropwise, and the addition was completed in 2 hours.After the addition was completed, the system was transferred to a 70 C oil bath for 2 h. The temperature was lowered to room temperature under a nitrogen atmosphere, and 14 g of dimethylvinylchlorosilane was diluted in 30 mL of tetrahydrofuran to obtain a mixed solution.The mixture was slowly added dropwise to the human system, and the addition was completed in 2 hours. After the completion of the dropwise addition, the system was transferred to a 70 C oil bath, and the reaction was continued for 2.5 h to obtain an off-white slurry.Separation and purification: After the reaction is completed, the obtained off-white slurry is cooled to room temperature.The excess Grignard reagent was quenched by the addition of 3 mol/L of dilute hydrochloric acid (the amount of dilute hydrochloric acid added was allowed to react the remaining magnesium strips in the reaction).It was extracted with 25 mL of n-hexane, extracted three times, and the organic phases were combined. After washing with dilute hydrochloric acid, saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution,It was dried over anhydrous sodium sulfate for 5 h. Filtration and concentration of the filtrate on a rotary evaporator afforded a pale yellow liquid.The liquid was subjected to distillation under reduced pressure and a fraction having a temperature of 80 C was collected to obtain a colorless transparent liquid, which was a 4-dimethylvinylsilylbenzocyclobutene (4-DMVSBCB).

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; Southwest University of Science and Technology; Yang Junxiao; Wei Xuelian; Yin Qiang; Hu Huan; Li Xian; Fan Li; Ma Jiajun; (14 pag.)CN108503664; (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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H7Br

To a mixture of 3-bromobicyclo[4.2.0]octa-1,3,5-triene (10 g, 54.63 mmol, 1.00 equiv) in THF (100 mL) was added n-BuLi (2.5 M in hexane, 21.9 mL, 1.00 equiv) dropwise with stirring at -78C. The reaction mixture was stirred for 20 min at -78C. To the resulting mixture was then added a solution of 5-bromo-2-methylbenzaldehyde (1 1.4 g, 57.27 mmol, 1.05 equiv) in THF (10 mL) dropwise at -78C. The reaction mixture was stirred for 1 h at -78C. NH4CI/H20 was added and the mixture was extracted with EtOAc thrice. The combined extracts were washed with brine and dried over Na2S04, then concentrated and purified by chromatography on silica gel (20: 1 PE/EA) to yield (5-bromo-2-methylphenyl)(1,2-dihydrocyclobutabenzen-4-yl)methanol as colorless oil. 1 H NMR (400 MHz, Chloroform-d) delta 7.83 (d, J = 2.2 Hz, 1H), 7.34 (dd, J = 8.0, 2.2 Hz, 1H), 7.17 (dd, J = 7.5, 1.5 Hz, 1H), 6.96 -7.07 (m, 3 H), 5.89 (s, 1H), 3.16 (s, 5 H), 2.15 (s, 3 H).

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H7Br

A) Synthesis of N,N?-diphenyl-N,N?-dibenzocyclobutane-1,4-phenylenediamine (3) (0157) To a 500 ml, 3-neck round bottom flask equipped with a mechanical stirrer, nitrogen inlet, and reflux condenser (with nitrogen outlet), palladium (II) acetate (173 mg, 0.80 mmol) and tri(o-tolyl)phosphine (486 mg, 1.60 mmol) are added to 50 ml toluene. The mixture is stirred at room temperature under nitrogen until the palladium catalyst dissolves and the solution turns yellow. N,N?-diphenyl-1,4-phenylenediamine (10.0 g, 38.4 mmol), bromobenzocyclobutane (15.5 g, 76.8 mmol) and 200 ml toluene are added, followed by sodium t-butoxide (7.37 g, 76.8 mmol). Upon addition of the sodium t-butoxide the reaction turns black. The reaction is heated to reflux under nitrogen for 22 hours. The reaction is quenched by addition of 30 ml of 1 M aqueous HCl. The toluene solution is passed through basic alumina and the crude product is purified by recrystallization from a toluene/hexanes/methanol mixture. (0158) Yield=9.43 g (53 percent). 1H NMR (THF-d8) delta: 7.15 (t, 4H, Ar), 6.80-7.01 (m, 16H, Ar) 3.09 (s, 8H, -CH2CH2-) 13C-NMR (THF-d8) delta: 149.72, 148.26, 147.34, 144.18, 141.50, 129.92, 125.82, 125.76, 124.35, 123.61, 122.45, 121.06, 29.78.

According to the analysis of related databases, 1073-39-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Gaynor, Scott; Inbasekaran, Michael; O’Brien, James J.; Welsh, Dean M.; (20 pag.)US9399702; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1073-39-8, These common heterocyclic compound, 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, 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 2 N-(bicyclo[4.2.0]octa-1(6),2,4-trienyl-3-yl)-N’-(tert-butoxycarbonyl-hydrazino)-tert-butyl-carbonate; 3-Bromo-bicyclo[4.2.0]octa-1(6),2,4-triene 5b (13.5 g,73.8 mmol) was dissolved in 100 mL of dry tetrahydrofuran. The mixture was cooled to -78 C in a dry ice-ethanol bath and then n-butyllithium (66 mL, 165 mmol) was added. A solution of di-tert-butyl azodicarboxylate (20.1 g, 87.4 mmol) in 80 mL of dry tetrahydrofuran was added dropwise under stirring at the same temperature. Upon completion of the addition, the dry ice-ethanol bath was removed and the mixture was warmed up to room temperature and stirred overnight. The reaction was monitored by TLC until the disappearance of the starting materials. The reaction was quenched with 100 mL of water and the layers were separated. The aqueous layer was extracted with ethyl acetate (100 mLx2). The combined organic extracts were washed with saturated brine (150 mL¡Á1), dried over anhydrous sodium sulfate and filtered to remove the drying agent. The filtrate was purified by silica gel column chromatography to obtain the title compound N-(bicyclo[4.2.0]octa-1(6),2,4-trienyl-3-yl)-N’-(tert-butoxycarbonyl-hydrazino)-tert-butyl-carbonate 5c (4.07 g, 16.5%) as a yellow oil.

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hengrui Medicine Co., Ltd.; Shanghai Hengrui Pharmaceutical Co. Ltd.; EP2236500; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H7Br

To a solution of 3-bromobicyclo[4.2.0]octa-1,3,5-triene (132 mg, 0.72 mmol) in THF (1.5 ml) was added dropwise n-BuLi (2.5 M in n-hexane) (0.29 ml, 0.72 mmol) at -78C under N2. The reaction mixture was stirred at -78C for 30 min. 4-(Benzyloxy)-3-bromo-5-methylbenzaldehyde (200 mg, 0.66 mmol) in THF (0.5 ml) was added dropwise at -78C. The reaction mixture was stirred at -78 C for 1 h. Saturated NH4CI (aq) was added and the mixture was extracted with EA thrice. The combined extracts were washed with water, saturated brine and dried over anhydrous Na2S04, then concentrated and purified by chromatography on silica gel (1 :3 EA/PE) to yield (4-(benzyloxy)-3- bromo-5-methylphenyl)(1,2-dihydrocyclobutabenzen-4-yl)methanol as a yellow oil.

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, 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 1073-39-8, Quality Control of 3-Bromobicyclo[4.2.0]octa-1,3,5-triene

To a mixture of 3-bromobicyclo[4.2.0]octa-1 (6),2,4-triene (300 mg, 1.64 mmol, 1.10 equiv) in THF (4 mL) was added n-BuLi (2.5 M in hexane, 0.66 mL, 1.64 mmol, 1.00 equiv) dropwise at -78C. The reaction mixture was stirred for 30 min at -78C. To the resulting mixture was then added a solution of 4- (benzyloxy)-5-bromo-2-(dimethylamino)benzaldehyde (500 mg, 1.50 mmol, 1.00 equiv) in THF (1 mL) dropwise at -78 C. The reaction mixture was stirred for 3 h at -78C. NH4CI/H2O was added and the mixture was extracted with EtOAc thrice. The combined extracts were washed with brine and dried over Na2S04, then concentrated and purified by chromatography on silica gel (3: 1 PE/EA) to yield (4-(benzyloxy)-5-bromo-2-(dimethylamino)phenyl)(1,2- dihydrocyclobutabenzen-4-yl)methanol as a colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1073-39-8

EXAMPLE 4 Preparation of 4-Vinylbenzocyclobutane STR20 Into a 450 ml Parr pressure reactor, 100 ml of acetonitrile, and 0.6 g of freshly distilled triethylamine are added. The mixture is purged with nitrogen gas through a sparge tube for 15 minutes to remove air. To the reactor, 0.98 g of 4-bromobenzocyclobutane, 0.04 g of palladium (II) acetate, 0.17 g of tri-o-tolylphosphine are added and the reactor is sealed. The reactor is then pressurized with 250 psig ethylene, and is then vented. The reactor is pressurized with 2 more charges of 250 psig ethylene and is vented after each charge. The vessel is then pressurized to 250 psig ethylene, and held there. The mixture is then heated to 125 C. and is mechanically stirred for 16 hours. The reaction mixture is allowed to cool and the remaining ethylene is vented. The reaction mixture is worked up by washing in 100 ml diethyl ether, and this mixture is washed twice with 100 ml of water, once with 100 ml of 5 percent hydrochloric acid, once more with 100 ml of water, and is then dried over magnesium sulfate. The solvent is removed. The product is analyzed by gas chromatography, and it is determined that approximately 70 percent of the 4-bromopbenzocyclobutane is converted to 4-vinylbenzocyclobutene. The reaction mixture is passed through a 100 ml column of silica gel in the presence of hexane as an eluent. The hexane is removed on a rotary evaporator and the product is recovered.

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 1073-39-8.

Reference:
Patent; The Dow Chemical Company; US4724260; (1988); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1073-39-8, 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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A four-neck flask was charged with aniline(2.79 g),3-Bromo-bicyclo [4,2,0] octa-1 (6), 2,4-triene(11.5 g),Tris (dibenzylideneacetone) dipalladium(0.549 g),Tri-tert-butylphosphonium tetrafluoroborate(0.696 g), sodiumTert-butoxide (8.55 g) and toluene (150 mL) were placed, and the mixture was heated at 110 for 2 hours. After cooling to room temperature (25 C), the insoluble material was filtered through celite. The solvent was distilled off the filtrate under reduced pressure, and the residue was purified by column chromatographyN- (bicyclo [4.2.0] octa-1,3,5-trien-3-yl)-N-phenyl-bicyclo[4.2.0] octa-1 (6), 2,4-triene-3-amine(9.16 g).

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, 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samsung Electronics Co., Ltd.; Kato, Fumiaki; Inayama, Satoshi; Numata, Masaki; (52 pag.)KR2016/93531; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1073-39-8, A common heterocyclic compound, 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, molecular formula is C8H7Br, 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 1 Preparation of 1-Phenyl-2-(4-Benzocyclobutyl)ethene STR17 A solution of 2.4 g 4-bromobenzocyclobutane, 1.4 g styrene, 2.4 g tri-n-butylamine, 29 mg palladium (II) acetate, 100 mg of tri-o-tolylphosphine and 10 ml acetonitrile is stirred under nitrogen atmosphere at reflux for three hours. The reaction mixture is poured into 60 ml 10 percent HCl. The product is isolated by filtration, dried, recrystallized in ethanol, and isolated. About 2.10 g of greenish monomer product is prepared.

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US4724260; (1988); A;,
Bromide – Wikipedia,
bromide – Wiktionary