Category: 588-96-5

588-96-5, name is p-Bromophenetole, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 588-96-5

Example XIV.1 2-{4-[1-(4-Ethoxy-phenyl)-piperidin-4-yl]-phenyl}-propionic acid 1.00 g (4.04 mmol) 2-(4-Piperidin-4-yl-phenyl)-propionic acid methyl ester (XI.3) are added to a mixture of 813 mg (4.04 mmol) 1-bromo-4-ethoxy-benzene, 1.60 g (97%, 16.2 mmol) sodium tert-butyrat, 483 mg (1.62 mmol) 2-(di-tert-butylphosphino)biphenyl and 370 mg (0.40 mmol) tris-(dibenzylidenaceton)-dipalladium(0) in 10 mL 1,4-dioxane. The mixture is stirred for 12 h at 70 C. After that time, the precipitate is filtered off and washed with ACN and diethyl ether. The residue is purified by HPLC (column: Waters XBridge 50; eluent A: water+0.3% NH4OH, eluent B: MeOH) to yield the desired product. C22H27NO3 (M=353.5 g/mol) ESI-MS: 354 [M+H]+Rt (HPLC): 1.69 min (method C)

The synthetic route of 588-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ROTH, Gerald Juergen; FLECK, Martin; LEHMANN-LINTZ, Thorsten; NOSSE, Bernd; US2013/143876; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 588-96-5, name is p-Bromophenetole, A new synthetic method of this compound is introduced below., name: p-Bromophenetole

(3) Dissolve 1 g of p-bromophenylethyl ether in 30 mL of 1,4-dioxane solution, add 1.2 equivalents of bis(pinacolato)diboron, 3 equivalents of potassium acetate, 5% equivalent of [1,1′-double (Diphenylphosphino)ferrocene]palladium dichloride was subjected to argon gas treatment at 80 C for 8 hours, and the product was obtained by column chromatography.

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.

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 588-96-5 as follows. Recommanded Product: 588-96-5

Example 2.1(2-{4-[1 -(4-Ethoxy-phenyl)-piperidin-4-yl1-phenyl)-1 -methyl-ethyl Vacetamide3.0 mL Toluene/tert-butanol (5:1 ) are added to a mixture of 130 mg (0.50 mmol) N-[1 – methyl-2-(4-piperidin-4-yl-phenyl)-ethyl]-acetamide (VIII.1 ), 100 mg (0.50 mmol) 1 – bromo-4-ethoxy-benzene, 80 mg (0.83 mmol) sodium tert-butyrat, 20 mg (0.040 mmol) X-Phos and 10 mg (0.040 mmol) palladium(ll) acetate. The mixture is stirred for 10 min at 150C under microwave irradiation in a sealed tube. After that time, the mixture is poured into 1 mL 0.1 N HCl . 1 mL cone, ammonia is added and the mixture is extracted with ethyl acetate (3x). The combined organic layers are dried over sodium sulphate and the solvent is removed in vacuo. The residue is purified by column chromatography (silica gel; DCM/MeOH 19:1 ) to yield the desired product. C2 H32N2O2 (M = 380.5 g/mol), ESI-MS: 381 [M+H]+

According to the analysis of related databases, 588-96-5, the application of this compound in the production field has become more and more popular.

Synthetic Route of 588-96-5, These common heterocyclic compound, 588-96-5, name is p-Bromophenetole, 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.

Reference Example 3 2-(4-Ethoxybenzyl)phenol A Grignard reagent was prepared from 1-bromo-4-ethoxybenzene (1.5g), magnesium (0.19g), a catalytic amount of iodine and tetrahydrofuran (2mL) in the usual manner. To the obtained Grignard reagent solution was added dropwise a solution of 2-benzyloxybenzaldehyde (1.1g) in tetrahydrofuran (15mL), and the mixture was stirred at room temperature for 30 minutes. To the reaction mixture were added a saturated aqueous ammonium chloride solution (10mL) and water (20mL), and the mixture was extracted with ethyl acetate (100mL). The extract was washed with water (20mL) and brine (20mL), and dried over anhydrous sodium sulfate. Thereafter, the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate = 5/1) to give a diphenylmethanol compound (1.7g). The obtained diphenylmethanol compound (1.7g) was dissolved in ethanol (25mL). To the solution were added concentrated hydrochloric acid (0.42mL) and a catalytic amount of 10% palladium-carbon powder, and the mixture was stirred under a hydrogen atmosphere at room temperature for 18 hours. The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure. To the residue was added ethyl acetate (100mL), and the mixture was washed with a saturated aqueous sodium hydrogen carbonate solution (30mL) and brine (30mL). The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate = 8/1) to give 2-(4-ethoxybenzyl)phenol (0.85g). 1H-NMR (CDCl3) delta ppm: 1.39 (3H, t, J=7.1Hz), 3.93 (2H, s), 4.00 (2H, q, J=7.1Hz), 4.72 (1H, s), 6.75-6.85 (3H, m), 6.85-6.95 (1H, m), 7.05-7.20 (4H, m)

Statistics shows that p-Bromophenetole is playing an increasingly important role. we look forward to future research findings about 588-96-5.

Synthetic Route of 588-96-5, 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. 588-96-5, name is p-Bromophenetole, This compound has unique chemical properties. The synthetic route is as follows.

Example I.1 2-{-4-[1-(4-Ethoxy-phenyl)-piperidin-4-yl]-phenyl}-N-ethyl-propionamide 60 mg (0.23 mmol) N-Ethyl-2-(4-piperidin-4-yl-phenyl)-propionamide (VI.1) are added to a mixture of 46 mg (0.23 mmol) 1-bromo-4-ethoxy-benzene, 91 mg (97%, 0.92 mmol) sodium tert-butyrat, 28 mg (0.09 mmol) 2-(di-tert-butylphosphino)biphenyl and 21 mg (0.02 mmol) tris-(dibenzylidenaceton)-dipalladium(0) in 1.0 mL 1,4-dioxane. The mixture is stirred for 1.5 h at 120 C. in a microwave oven. After that time, the solvent is removed in vacuo and the residue is purified by HPLC (column: Waters XBridge 50; eluent A: water+0.3% NH4OH, eluent B: MeOH) to yield the desired product. C24H32N2O2 (M=380.5 g/mol) ESI-MS: 381 [M+H]+Rt (HPLC): 2.15 min (method C)

The chemical industry reduces the impact on the environment during synthesis p-Bromophenetole. I believe this compound will play a more active role in future production and life.

588-96-5, name is p-Bromophenetole, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C8H9BrO

5.0 g of 4-bromophenylethyl ether and 100 mL of anisole were mixed and stirred until clear. spare. Add 0.72g of magnesium turnings and 100mL of anisole in turn, stir and mix thoroughly, pour 20mL of 4-bromophenethyl ether anisole solution into it, heat up to 47 C, reach the specified temperature, stop stirring, add 0.63 g of elemental iodine particles initiated the reaction and there was bubble overflow at the bottom of the system. When a large amount of air bubbles overflow, start stirring and stir slowly until the system turns from deep red to colorless, clear and transparent, and the temperature of the system is significantly improved. After adding 0.63 g of elemental iodine particles, the normal rotation speed was resumed, and the remaining 4-bromophenylethyl ether anisole solution was started to be added dropwise, and the temperature of the system was maintained at a micro reflux state, and the dropwise addition was completed in 1.2 hours. After the completion of the dropwise addition, the micro reflux reaction was maintained for 2 hours. The heating was stopped, the temperature was lowered to 3 C, and 0.47 g of cuprous iodide was added to the reaction vessel, and the temperature was further lowered to -18 C.9.96 g of 2-(bromomethyl)-4-iodochlorobenzene was mixed in 100 mL of anisole for use.When step (3) reaches the specified temperature of -18 C, slowly add 2-(bromomethyl)-4-iodochlorobenzene in anisole solution, and there is obvious temperature rise process in the middle stage before the dropwise addition, control The reaction system was reacted at -18 C. The temperature increase during the late addition was not obvious, and the addition was completed in 2.2 hours. After the dropwise addition was completed, the mixture was stirred for 2 hours. The cooling was stopped, and the temperature was naturally raised to room temperature, and stirring was continued for 12 hours. The system was quenched with 1N aqueous HCl.Concentrate to a small volume until crystallized, filter, and filter cake washed with pure water and blast dried. Weighed to obtain the target product (the yield of the product 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene was 8.94 g, the purity was 99.5%, and the yield was 95.9%)

The synthetic route of 588-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Hongshan Biological Technology Co., Ltd.; Wu Fahao; Li Gang; Gao Yangzhe; (8 pag.)CN109232199; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 588-96-5, 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. 588-96-5, name is p-Bromophenetole belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Synthesis of (5-bromo-2-fluorophenyl)(4-ethoxyphenyl)methanol:To a stirred solution of Mg (9.5 g) in dry tetrahydrafuran (50 ml), 1-bromo- 4-ethoxybenzene (step 1, 53.4 g) in tetrahydrafuran (150 ml) was added under N2 atmosphere at room temperature slowly by drop wise and stirred for about 1 hour. Then 5-bromo-2-fluorobenzaldehyde (11 ml) was added slowly to the above reaction mixture and the reaction mixture was allowed to stir for over night. After completion of the reaction (monitored by TLC), the reaction mixture was poured into saturated NH4C1 solution at 0 C and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulphate and concentrated to give the residue. The crude product was purified via silica gel column chromatography with EtOAc and n-Hexane to afford the title compound as liquid (24 g). Yield: 85.7 ; NMR (CDC13, 300 MHz): delta 7.745- 7.71 (m, 1H), 7.37- 7.27 (m, 3H), 6.91- 6.84 (m, 3H), 6.02 (d, J = 3.3 Hz, 1H), 4.01 (q, J = 7.2 Hz, 2H), 2.20 (d, J = 3.3 Hz, 1H), 1.39 (t, J = 7.2 Hz, 3H).

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, p-Bromophenetole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; MANOHAR SHARMA, Vedula; RATHNAKAR REDDY, Kura; VL SUBRAHMANYAM, Lanka; SUDHAKAR, Neela; WO2012/25857; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 588-96-5, The chemical industry reduces the impact on the environment during synthesis 588-96-5, name is p-Bromophenetole, I believe this compound will play a more active role in future production and life.

To a mixture of 1-bromo-4-ethoxybenzene (2 g, 9.95 mmol, 1.00 equiv) in THF (20 ml_) was added n-BuLi (2.5M in hexane, 3.98 ml_, 1.00 equiv) dropwise at -78C, the mixture was stirred at -78C for 30 min. 4-(Benzyloxy)-5-bromo-2-methylbenzaldehyde (3.025 g, 9.91 mmol, 1.00 equiv) in THF (10 ml_) was then added to the solution. The reaction mixture was stirred at -78C for 2h. NH4CI/H2O was added and the mixture was extracted with EtOAc thrice. The combined extracts were washed with brine and dried over Na2SC>4. The mixture was concentrated and the resulting residue purified by chromatography on silica gel (3:1 PE/EA) to yield (4-(benzyloxy)-5-bromo-2-methylphenyl)(4-ethoxyphenyl)methanol as a yellow oil.

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, p-Bromophenetole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GUOZHANG, Xu; KUO, Gee-Hong; GAUL, Micheal; (163 pag.)WO2019/215633; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 588-96-5, name is p-Bromophenetole, 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 588-96-5, SDS of cas: 588-96-5

Preparation Example 6 Synthesis of 1-(benzyloxy)-2-bromo-4-(4-ethoxybenzyl)benzene; Benzyl bromide (3.1 mL, 0.026 mol) was added to a mixture of 3-bromo-4-hydroxybenzaldehyde (5.0 g, 0.025 mol), tetrabutylammonium iodide (0.92 g, 2.5 mmol), potassium carbonate (6.9 g, 0.050 mol) and N,N-dimethylformamide (70 mL) at room temperature and stirred for 2.5 hours. An ice-water mixture (100 mL) was poured to the reaction mixture and the resultant solution was stirred for one hour. A resulting precipitate was filtered and dried to obtain 4-benzyloxy-3-bromobenzaldehyde (7.1 g, 98%) as a pale yellow powder. Then, 1.6 M n-butyllithium hexane solution (22.9 mL) was added to a mixture of 4-bromophenetole (7.3 g, 0.037 mol) and tetrahydrofuran (70 mL) at -78C. After stirred for 0.5 hours, 4-benzyloxy-3-bromobenzaldehyde (7.0 g, 0.024 mol) in a tetrahydrofuran (70 mL) solution was added and further stirred for 15 minutes, and the reaction mixture was warmed to room temperature. After the reaction mixture was added with a saturated ammonium chloride aqueous solution and extracted with ethyl acetate, the organic phase was washed with brine and dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain colorless oily [4-(benzyloxy)-3-bromophenyl](4-ethoxyphenyl)methanol (8.7 g, 86%). Then, Et3SiH (6.7 mL, 0.042 mol) and BF3¡¤Et2O (2.7 mL, 0.021 mol) were added sequentially to a chloroform (90 mL) solution of [4-(benzyloxy)-3-bromophenyl](4-ethoxyphenyl)methanol (8.7 g, 0.021 mol) at -15C. After stirred for one hour, the reaction mixture was warmed to room temperature. After the reaction mixture was added with a saturated sodium carbonate aqueous solution and extracted with chloroform, the organic layer was washed with brine and dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain a colorless oily title compound (8.8 g, quant). 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.40 (t, J=7.0 Hz, 3 H) 3.82 (s, 2 H) 4.00 (q, J=7.0 Hz, 2 H) 5.12 (s, 2 H) 6.78 – 6.87 (m, 3 H) 6.98 – 7.10 (m, 3 H) 7.27 – 7.50 (m, 6 H).

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, p-Bromophenetole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1845095; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 588-96-5, name is p-Bromophenetole, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

Fumaronitrile (2.24 mmol) is added to a mixture of 4.27 mmol 4-bromo- phenetole, potassium acetate (5.6 mmol), tetrabutylammoniumbromide(2.45 mmol), palladium acetate (0.11 mmol) and DMF, and is kept under nitrogen atmosphere at room temperature. The mixture is heated at 8O0C under magnetic stirring for 3 days, then cooled to room temperature. Water is added and the mixture was partitioned with diethyl ether. The organic layer is washed with brine and water, dried with sodium sulfate, and the solvent is evaporated. The residue is the crude 2-(4-ethoxy-phenyl)-but- 2-enedinitrile, which may be expected to give -77% yield after purification. {Procedure based on: M. Moreno-Manas, R. Pleixats, A. Roglans, Synltt. 1997, 1157}.

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; MEMPILE INC.; WO2006/117791; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem