Category: 332-48-9

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. 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, A new synthetic method of this compound is introduced below., Computed Properties of C8H8BrFO

Step 1. 5-[2-(4-fluoro-phenoxy)-ethoxy]-tricyclo[8.2.1.03,8]trideca-3(8),4,6-trien-13-one A mixture of 2-hydroxy-5,6,7,8,9,10-hexahydro-6,9-methanobenzo[a][8]annulen-11-one (21.7 g; J. Org. Chem 1982, 47, 4329), K2CO3 (17.7 g) and 1-(2-Bromo-ethoxy)-4-fluoro-benzene (40.3 g) in DMF (400 ml) were stirred for 72 hours at 120 C. The reaction was then cooled to room temperature and the solvent removed in vacuo. The residue was then washed with saturated NaHCO3 solution and the organics extracted with EtOAc (3*200 ml). The organics were then combined, dried (MgSO4) and the solvent removed in vacuo yielding a dark brown oil which was purified by flash chromatography on silica eluding 20% EtOAc in isohexane giving the title alkylated ketone (15.97 g, 44%). MS (ES+) 341 [M+H]+.

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; Belanger, Patrice Charles; Collins, Ian James; Hannam, Joanne Claire; Harrison, Timothy; Lewis, Stephen John; Madin, Andrew; McIver, Edward Giles; Nadin, Alan John; Neduvelil, Joseph George; Shearman, Mark Steven; Smith, Adrian Leonard; Sparey, Timothy Jason; Stevenson, Graeme Irvine; Teall, Martin Richard; US2004/29862; (2004); A1;,
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Reference of 332-48-9, The chemical industry reduces the impact on the environment during synthesis 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, I believe this compound will play a more active role in future production and life.

EXAMPLE 6 In a similar manner to Example 3, a mixture of 4-(dimethylaminomethyliminomethyl)piperidine (6.42 g), 2-bromoethyl 4-fluorophenyl ether (8.3 g), triethylamine (5.3 ml) and toluene (20 ml) was heated on a steam bath for 16 hours to give 4-aminomethyl-1-[2-(4-fluorophenoxy)ethyl]piperidine as an 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, 1-(2-Bromoethoxy)-4-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KNOLL Aktiengesellschaft; US5760035; (1998); A;,
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Application of 332-48-9, 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. 332-48-9 name is 1-(2-Bromoethoxy)-4-fluorobenzene, 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.

A suspension of N-Boc- (L)-dopa 67.27 mmol), 2-(4- fluorophenoxy) ethyl bromide (0.95 eq) and potasium bicarbonate (1.1 eq) in DMA (100 mL) was stirred at 65 C overnight. The reacted mixture was diluted with EtOAc (750 mL), washed with water (2×200 mL) and saturated NaHC03 (2×200 mL), brined, dried over Na2S04, concentrated under reduced pressure, and purified by column chromatography on silica gel (60 A, 200-400 Mesh) eluting with 3:7 EtOAc/Hexane to give a clear oil. [00176] The oil was dissolved in a solution of HCl/1,4-dioxane (4.OM, 100 mL), and the mixture was stirred at room temperature for 1 hour before concentrating under reduced pressure to a solid. After dissolving the solid in a minimal amount of acetonitrile (100 mL), the solution was chilled to 4 C, and the resulting white precipitate was collected on a Buchner funnel, washed with diethyl ether (3×50 mL) and dried under high vacuum to afford the title compound as a solid: ¹H NMR (d6-DMSO) : No. 2.92 (m, 2H), 4.14 (m, 2H), 4.21 (t, J = 6.4 Hz, 1H), 4.42 (t, J = 4.4 Hz, 2H), 6.43 (d, J = 7.6 Hz, 1H), 6.59 (s, 1H), 6.60 (d, J = 8.0 Hz, 1H), 6.94 (m, 2H), 7.12 (3, 2H), 8.40 (s, 3H), 8.90 (m, 2H). MS (ESI) m/z 336 (M+H) (at) and 334 (M-H)-.

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

Reference:
Patent; XENOPORT, INC.; WO2005/121070; (2005); A1;,
Ether – Wikipedia,
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Related Products of 332-48-9, A common heterocyclic compound, 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, molecular formula is C8H8BrFO, 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 reaction vessel containing compound 8c (28 mg, 0.1 mmol) in acetonitrile (0.5 mL) was added cesium carbonate (32 mg, 0.1 mmol) and 1-(2-bromo-ethoxy)-4-fluoro-benzene (17.1 mg, 0.1 mmol). The mixture was stirred at room temperature for 16 h, then concentrated. The residue was taken up in dichloromethane/water, absorbed onto diatomaceous earth, and eluted with dichloromethane. The eluate was concentrated to provide compound 17a.

The synthetic route of 332-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Flores, Christopher M.; Wade, Paul R.; US2011/319400; (2011); A1;,
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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 332-48-9 as follows. HPLC of Formula: C8H8BrFO

Synthesis of example SC-51:Step 1: [3-(4-Chlorophenyl)-1 -[2-(4-fluoro-phenoxy)-ethyl]-4-methyl-5-(trifluoromethyl)-1 Hpyrrol-2-yl]-morpholin-4-yl-methanone (SC-51)(3-(4-Chlorophenyl)-4-methyl-5-(trifluoromethyl)-1 H-pyrrol-2-yI)(morpholino)methanone [for synthesis see SC-25] (130 mg, 0.349 mmol) was dissolved in dry MeCN (4 mL). The solution was mixed with K2C03 (120 mg, 0.872 mmol) and KI (8.7 mg, 0.052 mmol), followed by addition of 4-fluorophenoxy- ethylbromide (153 mg, 0.697 mmol). The reaction mixture was stirred vigorously at 80 C for 2 d. The temperature was lowered to room temperature; the reaction mixture was combined with the reaction mixture of another identical reaction (starting from 20 mg or 0.054 mmol (3-(4-chlorophenyl)-4-methyl- 5-(trifluoromethyl)-1 H-pyrrol-2-yl)(morpholino)methanone), followed by concentration in vacuo. The residue was used for flash chromatography (silica, gradient heptane/EtOAc, 1:0 -* 1:1). The product was purified by preparative TLC (silica, DCM twice) to result in 60 mg (29%) of SC-51.

According to the analysis of related databases, 332-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; STEINHAGEN, Henning; DAMANN, Nils; SKONE, Philip; HAMLYN, Richard; KIRBY, Robert; ROGERS, Marc; SUTTON, Kathy; WO2014/32801; (2014); A1;,
Ether – Wikipedia,
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Reference of 332-48-9,Some common heterocyclic compound, 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, molecular formula is C8H8BrFO, 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 90 4-[2-(4-fluorophenoxy)ethoxy]-1-{2-[isopropyl(methyl)amino]-1H-benzimidazol-6-yl}pyridin-2(1H)-one Potassium carbonate (60 mg) and 1-(2-bromoethoxy)-4-fluorobenzene (60 mg) were added to a DMF solution (5 mL) of the compound (60 mg) obtained in Production Example 41-2, and stirred overnight at room temperature. Ethyl acetate was added to the reaction liquid, washed successively with water and saturated saline water, and dried with anhydrous magnesium sulfate. The solvent was evaporated off under reduced pressure, and the obtained residue was purified by silica gel column chromatography (NH silica gel, chloroform) to obtain the entitled compound (14.6 mg). 1H-NMR (400 MHz, DMSO-d6, delta ppm): 1.17 (6H, d, J=6.7 Hz), 2.90 (3H, s), 4.29-4.35 (4H, m), 4.49 (1H, septet, J=6.7 Hz), 5.92 (1H, d, J=2.7 Hz), 6.03 (1H, dd, J=7.6 Hz, 2.7 Hz), 6.79 (1H, brs), 6.99-7.05 (3H, m), 7.11-7.19 (3H, m), 7.52 (1H, d, J=7.4 Hz), 11.32 (1H, brs). ESI-MS Found: m/z 437 [M+H]+

The synthetic route of 332-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sakuraba, Shunji; Kameda, Minoru; Kishino, Hiroyuki; Haga, Yuji; Otake, Norikazu; Moriya, Minoru; US2009/264426; (2009); A1;,
Ether – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, 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 332-48-9, Computed Properties of C8H8BrFO

EXAMPLE 49 1-(2-(4-Fluorophenoxy)ethyl)-2-(hydroxymethyl)piperidine hydrobromide From 2-hydroxymethylpiperidine (500 mg, 4.34 mmol) and 2-(4-fluorophenoxy)ethyl bromide (999 mg, 4.56 mmol) there was obtained a colorless oil (970 mg, 88%): 1H NMR (CDCl3) d 1.60-2.11 (m, 6 H), 2.67-3.59 (m, 6 H), 3.80 (dd, J1=11 Hz, J2=3.9 Hz, 1 H), 4.15 (dd, J, =11 Hz, J2=3.9 Hz, 1 H) 4.37-4.42 (m, 2 H), 7.13-7.35 (m, 4 H). The hydrobromide was obtained as a colorless powder (1.08 g, 96%): mp 103.5-105.5 C.; Anal. Calcd for C14H21BrFNO2: C, 50.31; H, 6.33; N, 4.19. Found: C, 50.39; H, 6.15; N, 3.99.

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

Reference:
Patent; Warner-Lambert Co.; Cocensys, Inc.; US6218404; (2001); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 332-48-9,Some common heterocyclic compound, 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, molecular formula is C8H8BrFO, 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.

1-(2-Bromoethoxy)-4-fluorobenzene (25.5 g (0.116 mol)) and N-ethylcyclohexylamine hydrochloride (28.5 g (0.174 mol)) were dissolved in ethanol (400 mL), and then potassium carbonate (48.7 g (0.35 mol)) and sodium iodide (44.1 g (0.232 mol)) were added to the solution. The mixture was stirred for 48 hours under heating at reflux, and the reaction mixture was returned to room temperature. The insoluble fraction was removed by filtration and the solvent was distilled away under reduced pressure. The residue was purified by a silica gel chromatography (petroleum ether: ethyl acetate = 6 : 1) and hydrogen chloride gas was passed into the resulting oil to precipitate a crystal, which was collected by filtration to obtain the target N-ethyl-N-[2-(4-fluorophenoxy)ethyl]cyclohexylamine hydrochloride (5.3 g, 17.6 mmol, yield 24%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(2-Bromoethoxy)-4-fluorobenzene, its application will become more common.

Reference:
Patent; M’s Science Corporation; EP2357165; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 332-48-9, A common heterocyclic compound, 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, molecular formula is C8H8BrFO, 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.

b) 2-({4-Bromo-1-[2-(4-fluoro-phenoxy)-ethoxy]-naphthalene-2-carbonyl}-amino)-2- methyl-propionic acid methyl esterTo 90 mg cesium carbonate and 92 mg 2-[(4-bromo-1-hydroxy-naphthalene-2- carbonyl)-amino]-2-methyl-propionic acid methyl ester in 1 ml abs. DMF 60 mg 4- fluorophenoxyethylbromide was added. After 16 h at room temperature the reaction was poured unto ice-water and extracted with ethyl acetate twice. The combined organic layers were washed with brine, dried over magnesium sulphate and concentrated in vacuo. After purification by RP-HPLC 61 mg of 2-({4-Bromo-1-[2-(4- fluoro-phenoxy)-ethoxy]-naphthalene-2-carbonyl}-amino)-2-methyl-propionic acid methyl ester were obtained. _ _ _ . . _ – – c24H23BrFNO5 (504.36), LCMS (ESI): 504.05, 506.05 (MH+, bromo-pattern).

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; SANOFI-AVENTIS; WO2008/409; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 332-48-9,Some common heterocyclic compound, 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, molecular formula is C8H8BrFO, 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 flask containing tetrahydrofuran (5.0 niL) was charged with sodium amide (109 mg, 2.65 mmol; Alfa Aesar), chilled to 0 0C, and treated with 2,1 l-dimethyl-5,6,7,8,9,10- hexahydro-7,10-epiminocyclohepta[delta]indole (300 mg, 1.326 mmol; Example IA), added in portions. After 5 minutes, the ice bath was removed and the mixture was heated to 60 0C for 15 minutes. The solution was cooled to room temperature and l-(2-bromoethoxy)-4- fluorobenzene (348 mg, 1.591 mmol; Aldrich) was added slowly. The reaction mixture was stirred overnight at room temperature, then diluted with water (5 mL) and extracted with dichloromethane (2×10 mL). The combined organic extracts were dried over magnesium sulfate, filtered, concentrated in vacuo, and the resulting residue was purified by reverse- phase HPLC (Phenomenex Luna C8(2) 5 mum IOOA AXIA column, 30×75 mm, 10-95% gradient of acetonitrile in 0.1% aqueous trifluoroacetic acid, flow rate 50 mL/minute) to afford the title compound as the trifluoroacetic acid salt: 1H NMR (300 MHz, methanol-^) delta ppm 1.79 – 2.07 (m, 1 H), 2.12 – 2.30 (m, 1 H), 2.34 – 2.50 (m, 4 H), 2.50 – 2.66 (m, 1 H), 2.93 (s, 3 H), 3.02 – 3.20 (m, 1 H), 3.66 (d, J=17.1 Hz, 1 H), 4.13 – 4.37 (m, 3 H), 4.42 – 4.58 (m, 2 H), 4.93 – 5.12 (m, 1 H), 6.61 – 6.84 (m, 2 H), 6.81 – 7.01 (m, 2 H), 7.01 – 7.14 (m, 1 H), 7.31 (s, 1 H), 7.34 – 7.43 (m, 1 H); MS (ESI) m/z 365 (M+H)+.

The synthetic route of 332-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; SCHRIMPF, Michael R.; LEE, Chih-Hung; LI, Tao; GFESSER, Gregory A.; MORTELL, Kathleen H.; FAGHIH, Ramin; NERSESIAN, Diana L.; SIPPY, Kevin B.; BUNNELLE, William H.; SCANIO, Marc; SHI, Lei; GOPALAKRISHNAN, Murali; DONNELLY-ROBERTS, Diana; HU, Min; WO2010/36998; (2010); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem