Category: 18800-30-1

Synthetic Route of 18800-30-1,Some common heterocyclic compound, 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, molecular formula is C8H8Br2O, 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.

b) 52.0 g (186 mmol) of 1-bromo-4-(2-bromoethoxy)benzene is added to 300 ml THF and chilled to 0 C. Within 30 min 25.0 g (223 mmol) KOtBu are added to this mixture in several portions. The cooling bath is removed and the reaction mixture is stirred at r.t. over night. The reaction is queched by the addition of water. The resulting mixture is extracted with EtOAc (2¡Á). The org. phases are combined, washed with sat. aq. NaCl solution, dried with MgSO4 and the solvent is removed in vacuo. The resulting product is used without further purification.

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-4-(2-bromoethoxy)benzene, its application will become more common.

Reference:
Patent; Boehringer Ingelheim International GmbH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; US2014/100211; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 18800-30-1, These common heterocyclic compound, 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, 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 III To a stirred and cooled (water-bath) suspension of 7 parts of a sodium hydride dispersion 78% and 75 parts of dimethylsulfoxide is added dropwise, during a 30 minutes-period, a solution of 37 parts of 2,4-dichlorobenzeneacetonitrile in 100 parts of dimethylsulfoxide. The whole is stirred for 30 minutes while cooling in a water-bath. Then there is added dropwise, during a 30 minutes-period, a solution of 56 parts of 1-bromo-4-(2-bromoethoxy)benzene in 125 parts of dimethylsulfoxide and stirring is continued for another 30 minutes. The reaction mixture is poured onto water and the product is extracted twice with 2,2′-oxybispropane. The combined extracts are washed twice with water, dried, filtered and evaporated. The residue is triturated in petroleumether. The product is filtered off and crystallized from ethanol, yielding 38 parts of alpha-[2-(4-bromophenoxy)ethyl]-2,4-dichlorobenzeneacetonitrile; mp. 73.9 C.

Statistics shows that 1-Bromo-4-(2-bromoethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 18800-30-1.

Reference:
Patent; Janssen Pharmaceutica N.V.; US4598085; (1986); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 18800-30-1, These common heterocyclic compound, 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, 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 a solution of 1-bromo-4-(2-bromoethoxy)benzene (19.9 g, 100 mmol; see step (a) above) in THF (120 mL) was portion-wise added t-BuOK (14.0 g, 125 mmol) over 10 min at 0C. After stirring at room temperature for 16 h, the mixture was diluted with ‘water (400 mL) and the product was extracted with light petrol (4×100 mL). The combined organic extracts were washed with brine, dried (Na(at)S04), concentrated and distilled under vacuum to yield the sub-title compound (11.5 g, 58%).

The synthetic route of 18800-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOLIPOX AB; WO2005/123673; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, 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. HPLC of Formula: C8H8Br2O

A mixture of B32.1 (4.3 g, 25mmol), CH3SNa (6.12 g, 4Smmol) in DMF (50 mL) was heated at 90 C for 18 h. DCM (50 mL) and water (100 mL) was added. The organic phase was separated andconcentrated to give the title compound (2.9 g, 80%). The crude product was used in the next step without further purification.

The synthetic route of 1-Bromo-4-(2-bromoethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CHAN, Ho Man; FU, Xingnian; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue (Jeff); ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (148 pag.)WO2017/221100; (2017); A1;,
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Ether | (C2H5)2O – PubChem

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. 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H8Br2O

General procedure: In a round bottom flask fitted with amagnetic stirrer, 2-chloro-1H-benzimidazole, 3, (0.50 g, 3.3 mmol) was dissolved in DMSO (3mL) and then NaH (60%; 0.19 g, 4.9 mmol) was added at 0 C and stirred for 1h. Next, benzylbromide (0.67 g, 3.9 mmol) was added to the suspension and the reaction was stirred at rt for 12h. Ice-cold water (15 mL) was added to the mixture and resulting precipitate was collected viafiltration. The filtrate was washed with water and dried under vacuum to give desired product, 4,as a white solid (0.75 g, 88%). LCMS: RT = 2.69 min., >98% 215 and 254 nm, m/z = 243.0 [M+ H]+. 1H NMR (499 MHz, CDCl3) delta 7.68 (d, J = 7.4 Hz, 1H), 7.35 – 7.24 (m, 5H), 7.16 (d, J =6.8 Hz, 2H), 5.38 (s, 2H). 13C NMR (126 MHz, CDCl3) delta 141.33, 134.83, 128.99, 128.22, 126.76,123.53, 123.05, 119.18, 109.98, 47.94.

The synthetic route of 18800-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sharma, Swagat H.; Pablo, Juan Lorenzo; Montesinos, Monica Suarez; Greka, Anna; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 155 – 159;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 18800-30-1, These common heterocyclic compound, 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, 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 IX b) 52.0 g (186 mmol) of 1-bromo-4-(2-bromoethoxy)benzene is added to 300 mL THF and cooled down to 0 C. Within 30 min 25.0 g (223 mmol) KOtBu are added to this mixture in several portions. Cooling is removed and the reaction mixture is stirred at r.t. over night. The reaction is quenched by the addition of water. The resulting mixture is extracted with EtOAc (2¡Á). The org. phases are combined, washed with sat. aq. NaCl solution, dried with MgSO4, filtered and the solvent is removed in vacuo. The resulting product is used without further purification.

Statistics shows that 1-Bromo-4-(2-bromoethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 18800-30-1.

Reference:
Patent; FLECK, Martin; NOSSE, Bernd; ROTH, Gerald Juergen; US2013/172316; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 18800-30-1 as follows. Formula: C8H8Br2O

To a solution of 1-bromo-4-(2-bromoethoxy)benzene (6, 1 g, 3.57 mmol), and 4-chloro-1H-pyrazole (439 mg, 4.2 mmol),, K2CO3 (985 mg, 7.14 mmol) and KI (29 mg, 0.17 mmol) were added and then heated at 80 C for 16 h. After completion, water (15 ml) was added into reaction mixture and the aqueous layer was extracted with ethyl acetate (2x15ml). The organic layers were combined, dried (Na2SO4) and concentrated in vacuo to give 1-(2-(4-bromophenoxy)ethyl)-4-chloro-1H-pyrazole (7, 1.03 g, 83%) as white solid. 1H-NMR (400 MHz; CDCl3): d 4.26 (t, J = 5.0 Hz , 2H), 4.44 (t, J = 5.1 Hz , 2H), 6.74 (d, J = 8.9 Hz, 2H), 7.36 (d, J = 8.9 Hz, 2H), 7.44 (s, 1H), 7.51 (s, 1H).

According to the analysis of related databases, 18800-30-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; O’Brien, Alistair; Andrews, Stephen P.; Baig, Asma H.; Bortolato, Andrea; Brown, Alastair J.H.; Brown, Giles A.; Brown, Sue H.; Christopher, John A.; Congreve, Miles; Cooke, Robert M.; De Graaf, Chris; Errey, James C.; Fieldhouse, Charlotte; Jazayeri, Ali; Marshall, Fiona H.; Mason, Jonathan S.; Mobarec, Juan Carlos; Okrasa, Krzysztof; Steele, Kelly N.; Southall, Stacey M.; Teobald, Iryna; Watson, Steve P.; Weir, Malcolm; Bioorganic and Medicinal Chemistry Letters; vol. 29; 20; (2019);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 18800-30-1 as follows. Safety of 1-Bromo-4-(2-bromoethoxy)benzene

General procedure: HBr (aq. 40%, 0.02 mol and 2.60 mL) was dropwise added to a solution of piperazidine (0.02 mol) in EtOH (50 mL) at r.t., and then 3a-3r (0.01 mol) in EtOH (50 mL) was added. The mixture was refluxed for 48 h, filtered and concentrated. The residue was dissolved in water, acidified with 10% HCl aq. to pH = 5-6 and washed with CH2Cl2, water layer was basified by 10-50 % NaOH till pH > 9 and extracted with CH2Cl2, dried over NaSO4 and evaporated until dryness to obtain the compounds 4a-4r with colorless oil in 35.24-70.98 % yields.

According to the analysis of related databases, 18800-30-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guo, Xiaoke; Ma, Xianglei; Yang, Qian; Xu, Jing; Huang, Lu; Jia, Jianmin; Shan, Jiaojiao; Liu, Li; Chen, Weilin; Chu, Hongxi; Wei, Jinlian; Zhang, Xiaojin; Sun, Haopeng; Tang, Yiqun; You, Qidong; European Journal of Medicinal Chemistry; vol. 81; (2014); p. 89 – 94;,
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Ether | (C2H5)2O – PubChem

Reference of 18800-30-1, 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. 18800-30-1 name is 1-Bromo-4-(2-bromoethoxy)benzene, This 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.

EXAMPLE 6 1-(5-Amino-4H-1,2,4-triazol-3-yl)-4-[2-(4-bromophenoxy)ethyl]piperazine A mixture of 56.0 g (0.2 moles) of 2-bromoethyl p-bromophenyl ether and 45.6 g (0.4 moles) of 1-formylpiperazine in 500 ml of 2-propanol was heated at reflux for 18 hours. The mixture was cooled and filtered. The filter was washed with 2-propanol and the filtrate was evaporated to an oil in vacuo. Water was added and the oil was extracted three times with about 200 ml of chloroform. The extracts were combined, dried over magnesium sulfate and filtered. The filtrate was evaporated to an oil to which 250 ml of 5N sodium hydroxide was added. The mixture was refluxed for 18 hours, cooled and extracted three times with about 200 ml of chloroform. The extracts were combined, dried over magnesium sulfate and evaporated to an oil. The oil was distilled, bp 125-128 C./0.05 mm of mercury, and gave 40 g of 1-[2-(4-bromophenoxy)ethyl]-piperazine as a yellowing oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-(2-bromoethoxy)benzene, and friends who are interested can also refer to it.

Reference:
Patent; American Cyanamid Company; US4582833; (1986); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, belongs to ethers-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 18800-30-1, HPLC of Formula: C8H8Br2O

4-(4-methoxybenzoyl)piperidine (1.2 g, 5.3 mmol),1-(2-Bromoethoxy)-4-bromobenzene (1.9 g, 6.9 mmol), KI (1.6 g, 10 mmol) and 30 mL of ethanol were added to a 100 mL eggplant-shaped flask and heated under reflux, and 5 mL of a 20% KOH solution was added dropwise.The addition was completed in 10 minutes. Reflux for 24 hours, evaporate the solvent and dissolve in 30 mL of dichloromethane.The organic layer was washed three times with 20 mL of water, and the organic layer was concentrated.A mixture of ethyl acetate and petroleum ether was used as the eluent.Column chromatography gave 0.60 g of pale yellow solid with a yield of 27.8%

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-4-(2-bromoethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Southeast University; Zhong Yan; Fang Tiantian; Chen Liyi; (24 pag.)CN110437136; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem