Category: 332-48-9

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.

General procedure: A mixtureof 4,5-dichloroimidazole (Ia) (1.37 g, 10 mmol)and finely ground KOH (10 mmol, taking intoaccount the 85% content) in DMSO (7 mL) wasstirred at 35 C for 15 min, followed by the addition of2-aryloxybromide (11 mmol) at such a rate that thereaction temperature did not exceed 50C. The reactionoccurred for 30 min at 45C. After cooling, water(40 mL) was gradually added, and the resulting voluminousprecipitate of 1-aryloxyethyl-substitutedimidazoles (IIf)-(IIn) were filtered and washed with5% KOH (2 mL) and water.

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:
Article; Kovalenko; Divaeva; Zubenko; Morkovnik; Drobin; Fetisov; Bodryakov; Dorofeenko; Russian Journal of Bioorganic Chemistry; vol. 42; 5; (2016); p. 551 – 559; Bioorg. Khim.; vol. 42; 5; (2016); p. 608 – 616,9;,
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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., COA of Formula: 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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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. 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1-(2-Bromoethoxy)-4-fluorobenzene

Dissolve methyl 4-((15)-l-(((2R)-pyrrolidin-2-carbonyl)amino)ethyl)benzoate hydrochloride (1.00 g, 3.2 mmol) in DMF (8.0 mL) at room temperature, then add K2CO3 (1.33 g, 9.6 mmol) and l-(2-bromoethoxy)-4-fluorobenzene (715 mg, 3.2 mmol), then heat the mixture to 100 C with stirring overnight. Dilute the mixture with EtOAc (100 mL), and wash with a saturated aqueous solution of NaCl (2 chi 75 mL). Discard the aqueous layers, and dry the organic layer over MgS04, filter, and concentrate under reduced pressure to a volume of ca. 10 mL. Add hexanes (100 mL, then collect the resulting precipitate by filtration and rinse with hexanes (25 mL) and air-dry to furnish the title compound as a white solid (750 mg, 57% yield). Mass spectrum (m/z): 415 (M + H)+.

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

Reference:
Patent; ELI LILLY AND COMPANY; FISHER, Matthew Joseph; KUKLISH, Steven Lee; MANNINEN, Peter Rudolph; SCHIFFLER, Matthew Allen; WARSHAWSKY, Alan M; YORK, Jeremy Schulenburg; WO2015/94902; (2015); A1;,
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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. 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H8BrFO

C) 1-(2-(4-Fluorophenoxy)ethyl)-4-(4-nitrobenzyl)piperidine hydrobromide. This compound was prepared in a manner similar to example 25. From 4-(4-nitrobenzyl)piperidine hydrochloride (427 mg, 1.66 mmol) and 2-(4-fluorophenoxy)ethyl bromide (381 mg, 1.74 mmol) there was obtained the hydrobromide salt as a pale beige powder (510 mg, 94%): mp 147-148 C.; 1 H NMR (CDCl3) 1.65-1.89. (m, 3 H), 2.20 (q, J=12 Hz, 2 H), 2.69-2.90 (m, 4 H), 3.35-3.45 (m, 2 H), 3.73 (d, J=12 Hz, 2 H), 4.55 (t, J=3.6 Hz, 2 H), 6.77-7.04 (m, 4 H), 7.30 (d, J=8.4 Hz, 2 H), 8.16 (d, J=8.4 Hz, 2 H), 11.75 (bs, 1 H). Anal. Calcd for C20 H24 BrFN2 O3: C, 54.68; H, 5.51; N, 6.38. Found: C, 54.67; H, 5.36; N, 6.29.

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

Application 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 solution of piperazine-1-carboxylic acid /er/-butyl ester (1.86 g, 10 mmol) and l-(2- bromoethoxy)-4-fluorobenzene (2.19 g, 10 mmol) in DMF (5 ml) was added CS2CO3 (7.5 g,20 mmol). The mixture was stirred at room temperature for a day, then quenched with water, and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulphate, and concentrated to yield the title compound quantitatively as an oil (3.25 g) which was used without further purification.1H-NMR (400MHz, DMSO-d6): delta 1.39 (s, 9H), 2.42 (t, 4H), 2.69 (t, 2H), 3.31 (t, 4H), 4.04(t, 2H), 6.95 (m, 2H), 7.10 (t, 2H).

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.

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. name: 1-(2-Bromoethoxy)-4-fluorobenzene

A solution of 4-methyl-2-(2H-pyrazol-3-yl)-thiazole-5-carboxylic acid benzylamide (0.2 g, 0.67 mmol) in dimethyl sulfoxide (5 mL) was treated with 4-fluorophenoxyethyl bromide (0.14 g, 0.67 mmol) and potassium carbonate (0.30 g, 2.0 mmol), and the reaction mixture was heated to 90 0C for 16 hr. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (50 mL), and washed with brine (2 x 50 mL). The organic phase was dried (Na2SC^) and evaporated. The residue was purified by preparative thin layer chromatography over silica gel (methylene chloride:methanol, 95:5) to provide 2-{l-[2-(4-fluoro-phenoxy)-ethyl]-lH-pyrazol-3-yl}-4-methyl-thiazole- 5-carboxylic acid benzylamide (0.071 g, 51% yield) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 332-48-9, its application will become more common.

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. SDS of cas: 332-48-9

EXAMPLE 7Synthesis of 2-(2-(2-(4-fluorophenoxy)ethyl)-2/T-tetrazol-5-yl)-4-methyl-J/V-(pyridin-3-ylmethyl)thiazole-5-carboxamide and 2-(l-(2-(4-fluorophenoxy)ethyl)-l£-r-tetrazol-5-yl)-4-methyl-lambdaf-(pyridin-3-ylmethyl)thiazole-5-carboxamideTo a mixture of 4-methyl-lambdar-(pyridin-3-ylmethyl)-2-(2//-tetrazol-5-yl)thiazole-5- carboxamide (0.10 g, 0.33 mmol) and potassium carbonate (0.069 g, 0.50 mmol) in NJV- dimethylformamide (2 mL) was added l-(2-bromoethoxy)-4-fluorobenzene (0.08 mL, 0.37 mmol). The reaction mixture was stirred at ambient temperature for 17 hours, diluted with ethyl acetate (15 mL) and washed with brine (5 mL). The organic solution was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (ethyl acetate). Compound 2-(l-(2-(4- fluorophenoxy)ethyl)-lH-tetrazol-5-yl)-4-methyl-lambdar-(pyridin-3-ylmethyl)thiazole-5- carboxamide was first eluted from the column and isolated as a white solid (0.010 g, 7%): 1H NMR (300 MHz, CDCl3) delta 8.61-8.55 (m, 2H), 7.77-7.68 (m, IH), 7.37-7.28 (m, IH), 7.03-6.88 (m, 2H), 6.86-6.74 (m, 2H), 6.49 (t, J= 5.8 Hz, IH), 5.06 (t,J= 5.3 Hz, 2H), 4.65 (d, J= 5.8 Hz, 2H), 4.55 (t, J= 5.3 Hz, 2H), 2.79 (s, 3H); MS (ES+) m/z 440.3 (M + 1 ). Compound 2-(2-(2-(4-fluorophenoxy)ethyl)-2H-tetrazol-5-yl)-4-methyl-N-(pyridin-3- ylmethyl)thiazole-5-carboxamide was second eluted from the column and isolated as a white solid (0.02 g, 14%): mp 137-138 0C (ethyl acetate); 1H NMR (300 MHz, CDCl3) delta 8.59 (br s, IH), 8.54 (br s, IH), 7.76-7.65 (m, IH), 7.35-7.26 (m, IH), 6.94-6.86 (m, 2H), 6.72-6.66 (m, 2H), 6.58 (t, J= 5.8 Hz, IH), 5.31 (t, J= 5.4 Hz, 2H), 4.64 (d, J= 5.8 Hz, 2H), 4.45 (t,J= 5.4 Hz, 2H), 2.72 (s, 3H); 13C NMR (75 MHz, CDCl3) delta 161.3, 160.2, 157.8, 157.2, 153.8, 153.7, 153.7, 149.2, 149.2, 135.8, 127.7, 116.2, 115.9, 115.8, 65.6, 53.0, 41.8, 17.5; MS (ES+) m/z 440.3 (M + 1).

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.

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.

EXAMPLE 103 4-Benzyl-1-(2-(4-fluorophenoxy)ethyl)piperidine hydrochloride STR139 From a mixture of 4-benzylpiperidine (500 mg, 2.85 mmol), 2-(4-fluorophenoxy)ethyl bromide (655 mg, 2.99 mmol) and K2 CO3 (413 mg, 2.99 mmol) in CH3 CN (20 mL) was obtained the title compound as a fluffy, colorless, crystalline solid (395 g, 79%): mp 165-167 C., 1 H NMR (CDCl3) 1.70-1.90 (m, 3H), 1.94-2.14 (m, 2H), 2.59 (d, J=7.2 Hz, 2H), 2.65-2.85 (m, 2H), 3.20-3.50 (m, 2H), 3.65 (d, J=12 Hz, 2H), 4.49 (t, J=4.5 Hz, 2H), 6.76-7.30 (m, 9H), 12.47 (bs, 1H); Anal. Calcd for C20 H25 ClFNO: C, 68.66; H, 7.20; N, 4.00. Found: C, 68.66; H, 7.11; N, 3.98.

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; Warner-Lambert Company; Cocensys, Incorporated; US6124323; (2000); A;,
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. 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

c) 4-(4-Chlorobenzyl)-1-(N-(2-(4-fluorophenoxy)ethyl)amino)piperidine hydrobromide. From a mixture of 1-amino-4-(4-chlorobenzyl)piperidine (500 mg, 2.22 mmol), 2-(4-fluorophenoxy)ethyl bromide (511 mg, 2.33 mmol) and K2CO3 (322 mg, 2.33 mmol) in CH3CN (10 mL) was obtained the title compound as colorless flakes (165 mg, 17%): mp 214-215 C. (dec). 1H NMR (CD3OD) 1.75-2.05 (m, 5H), 2.70 (d, J=6.9, 2H), 3.40-3.52 (m, 2H), 3.83 (d, J=13, 2H), 4.00 (t, J=4.5, 2H), 4.52 (t, J=4.5, 2H), 6.96-7.10 (m, 4H), 7.22 (d, J=8.7, 2H), 7.30 (d, J=8.7, 2H); Anal Calcd for C20H25BrClFN2O: C, 54.13; H, 5.68; N, 6.31. Found: C, 54.23; H, 5.59; N, 6.23.

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

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.

To a solution of diethyl but-3-en-1-ylmalonate (2.00 g, 9.3 mmol) in DMF was added NaH (448.0 mg, 11.2 mmol) at 0 C. The mixture was stirred at 0 C for 30 min. Then 1- (2- bromoethoxy) -4-fluorobenzene was added and the mixture was stirred at room temperature for 10.5 hr. The reaction mixture was quenched with water and the mixture was extracted with AcOEt. The organic layer was dried over Na2S04, filtered and evaporated. The crude product was purified by silica gel column chromatography (hexane: AcOEt = 200: 1 to 20: 1) to give the titled compound (2.2 g). ‘H NMR (CDC13) 8 : 7.00-6. 90 (m, 2H), 6.80-6. 76 (m, 2H), 5. 85-5. 67 (m, 1H), 5.07-4. 96 (m, 2H), 4.30-4. 20 (m, 4H), 4.05-3. 95 (m, 2H), 2.45-2. 40 (m, 2H), 2.15-1. 92 (m, 4H), 1.29-1. 15 (m, 6H) ppm.

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

Reference:
Patent; PFIZER JAPAN, INC.; PFIZER INC.; WO2005/80317; (2005); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem