Category: 4457-67-4

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. 4457-67-4, name is 1-Bromo-4-methoxybutane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-4-methoxybutane

d) Benzyl (3R,4R,5S)-3-hvdroxy-4-[4-(4-methoxy-butoxy)phenvH-5-thiso- propylsilanyloxy-piperidine-1-carboxylate; Analogously to method F, starting from benzyl (3R,4R,5S)-3-hydroxy-4-[4- hydroxyphenyl]-5-triiso-propylsilanyloxypiperidine-1 -carboxylate [873945-27-8] and 1 -bromo-4-methoxybutane [4457-67-4] the title compound is obtained as a yellow oil. Rt = 6.63 (gradient I).; General method F: (phenol alkylation I); The mixture of 20 mmol of “phenol” in 60 ml of N,N-dimethylformamide is stirred with 4.15 g of potassium carbonate and 30 mmol of “halide” or “tosylate” for 24 hours at 1000C. The reaction mixture is then evaporated. The residue is treated with 1 M aqueous sodium hydrogencarbonate solution (40 ml) and extracted with ethyl acetate (2 X 60 ml). The organic phases are washed with brine (1 X 60 ml), dried using sodium sulphate and evaporated. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F).

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 4457-67-4.

Reference:
Patent; Speedel Experimenta AG; WO2008/17685; (2008); 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. 4457-67-4, name is 1-Bromo-4-methoxybutane, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-4-methoxybutane

A solution of 4-methoxybutyl bromide (4.5 g) in acetonitrile (15 ml) is added dropwise under reflux to a mixture of salicylic acid ethyl ester (2.63 ml), powdered potassium carbonate (3.10 [G)] and potassium iodide (10 mg) in acetonitrile (50 ml), and the reaction mixture is then stirred overnight. After cooling, filtration is carried out, the filtrate is concentrated and the residue is added under a high vacuum. The title compound (4.4 g), Rf (C) =0.28, is obtained in the form of a pale-yellow oil.

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; ELAN PHARMACEUTICALS, INC.; WO2003/103652; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 4457-67-4, A common heterocyclic compound, 4457-67-4, name is 1-Bromo-4-methoxybutane, molecular formula is C5H11BrO, 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.

c) 2-(4-Methoxybutoxy)-terephthalic acid dimethyl ester Alkylation of 2-hydroxy-terephthalic acid dimethyl ester (10 g) with 4-methoxybutyl bromide in anhydrous acetone in the presence of dried potassium carbonate and potassium iodide in a manner analogous to that described in Example 16a) yields the title compound, Rf (B)=0.20, in the form of a slightly yellowish oil.

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; Ciba-Geigy Corporation; US5641778; (1997); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 4457-67-4, A common heterocyclic compound, 4457-67-4, name is 1-Bromo-4-methoxybutane, molecular formula is C5H11BrO, 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.

(4-Methoxybutyl)(4-trifluoromethylphenyl)methanone (II) A dry three neck glass assembly, under dry nitrogen atmosphere, is charged with 150 g (6.17 moles) of magnesium and 2 L of anhydrous tetrahydrofuiran (THF). A small amount of iodine crystals or 1,2-dibromoethane is added to facilitate the initiation of Grignard reaction. The contents of the flask are heated to 75° C. and 975 g (5.84 moles) of 1-bromo-4-methoxybutane is added slowly at such a rate that the reaction maintains a spontaneous gentle reflux until the end of its addition. The Grignard reagent thus formed is cooled to 10 to 20° C. and a solution of 500 g (2.92 moles) of 4-trifluoromethylbenzonitrile in 2 L of tetrahydrofuran is introduced during a period of 1 hour to 2 hours while maintaining the reaction temperature at 16+-2° C. by external cooling, if necessary. Thereafter the temperature is raised gradually to 60 to 70° C. over a period of 1 hour and further continued at that temperature until the reaction has gone to completion. The reaction mass is cooled, then quenched into ice cold hydrochloric acid and the THF layer is separated and concentrated. The aqueous layer is further extracted with dichloromethane which is added to the concentrate of the THF layer. The resulting dichloromethane solution washed with brine, dried over anhydrous sodium sulfate, and the solvent evaporated under reduced pressure to obtain a crude product, which is further purified by high vacuum distillation. The compound (4-methoxybutyl)(4-trifluoromethylphenyl)methanone (II) is obtained in 71.84percent yield (546 g). Analytical data: m.p 40-42° C.(purified by distillation). 1H NMR: (CDCl3, 200 MHz); (delta) 1.66-1.87 (m, -(CH2)2-,4H); 3.04 (t, J=7.26 Hz, -(CH2)-, 2H); 3.33 (s, -OCH3, 3H); 3.43 (t, J=7.26 Hz, -(CH2)-, 2H); 7.72 (d, J=8.30 Hz, 2H); 8.06 (d, J=8.30 Hz, 2H).

The synthetic route of 4457-67-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sun Pharmaceutical Industries Ltd.; US6380436; (2002); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 4457-67-4, These common heterocyclic compound, 4457-67-4, name is 1-Bromo-4-methoxybutane, 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.

(2) Production of 4′-methoxybutyloxybiphenyl-4-carboxylic acid 7.2 Grams of 1-bromo-4-methoxybutane and 4.5 g of 4′-hydroxybiphenyl-4-carboxylic acid were refluxed in 100 ml of water and 400 ml of ethanol for 4 hours. Concentrated hydrochloric acid was added to the reaction mixture so that the mixture showed pH 1, then 150 ml of water was added, and the resultant mixture was refluxed for 1 hour. The reaction mixture was cooled to precipitate a crystal, and the crystal was recovered by filtration. The so-obtained crystal was recrystallized from acetone. Yield 61percent.

Statistics shows that 1-Bromo-4-methoxybutane is playing an increasingly important role. we look forward to future research findings about 4457-67-4.

Reference:
Patent; Mitsubishi Gas Chemical Company, Inc.; US5340498; (1994); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 4457-67-4, 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 4457-67-4 as follows.

b) 2-(4-Methoxybutoxy)-benzoic acid ethyl ester A solution of 4-methoxybutyl bromide (4.5 g) in acetonitrile (15 ml) is added dropwise under reflux to a mixture of salicylic acid ethyl ester (2.63 ml), powdered potassium carbonate (3.10 g) and potassium iodide (10 mg) in acetonitrile (50 ml), and the reaction mixture is then stirred overnight. After cooling, filtration is carried out, the filtrate is concentrated and the residue is added under a high vacuum. The title compound (4.4 g), Rf (C)=0.28, is obtained in the form of a pale-yellow oil.

According to the analysis of related databases, 4457-67-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ciba-Geigy Corporation; US5641778; (1997); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 4457-67-4, 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 4457-67-4 as follows.

Step 1. (S)-3,4-Dihydro-6-chloro-4-hydroxy-2-(4-methoxybutyl)-2H-thieno[3,2-e]-1,2-thiazine-1,1-dioxide (6, R3 =CH2 CH2 CH2 CH2 OCH3) A mixture of (S)-3,4-dihydro-6-chloro-4-hydroxy-2H-thieno[3,2-e]-1,2-thiazine-1,1-dioxide (5, 65.4 g) and potassium carbonate (113.3 g) in dimethylsulfoxide (350 mL) was treated with 1-bromo-4-methoxybutane (20.6 g) and the mixture was stirred at ambient temperature for 4 hours. Another 20.6 grams of 1-bromo-4-methoxybutane was then added and the mixture was stirred at ambient temperature for 18 hours. TLC analysis after this period indicated incomplete reaction, so another 4.6 grams of 1-bromo-4methoxybutane was added and the mixture was stirred at ambient temperature for another 3 hours. At this point, TLC indicated complete reaction. The mixture was poured into saturated aqueous sodium chloride (1 L) and extracted with diethyl ether (3*150 mL). The organic phase was washed sequentially with 100 mL each of 10percent aqueous sodium hydroxide, 1:1 5.25percent sodium hypochlorite/water, and saturated aqueous sodium chloride, dried over sodium sulfate, and stripped of solvent by rotary evaporation. Residual solvent was removed under vacuum to provide 82 grams (92percent) of (S)-3,4-dihydro-6-chloro-4-hydroxy-2-(4-methoxybutyl)-2H-thieno[3,2-e]-1,2-thiazine-1,1-dioxide as a light yellow oil: IR (film) 3500, 3350, 3070, 2950, 2850, 1525, 1480, 1440, 1380, 1330, 1160, 1120, 1080, 1020, 1100 cm-1; [alpha]25D +11.4° (c=1.1, methanol); Anal. Calcd for C11 H16 ClNO4 S2: C, 40.55; H, 4.95; N, 4.30. Found: C, 40.47; H, 4.99; N, 4.27.

According to the analysis of related databases, 4457-67-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Alcon Laboratories, Inc.; US5344929; (1994); 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. 4457-67-4, name is 1-Bromo-4-methoxybutane, A new synthetic method of this compound is introduced below., Formula: C5H11BrO

EXAMPLE 10 10-Hydroxy-10-(4-methoxybutyl)-2,3,4,10-tetrahydropyrimido[1,2-a]indole Ether (60 ml) and 4-bromo-1-methoxy-butane (10.2 g) were added to magnesium turnings (1.46 g). After formation of the Grignard reagent, the mixture was cooled to 0¡ã and 3,4-dihydropyrimido[1,2-a]indol-10(2H)-one (3.72 g) in dry 1,2-dichloroethane (20 ml) added dropwise over 20 minutes. The solution was stirred under argon at 0¡ã C. for 1 hour, poured onto a swirling mixture of ice (100 ml) and saturated aqueous ammonium chloride (60 ml) and the mixture was stirred for a further 20 minutes. The mixture was concentrated in vacuo and the aqueous residue extracted with chloroform (3*100 ml). The extracts were dried (Na2 SO4) and concentrated in vacuo. Ether (20 ml) was added and the product was filtered and recrystallized from ethyl acetate to give the title compound or the free base (3.55 g), m.p. 128¡ã-139¡ã C. The free base was acidified with ethereal HCl to give the title compound as the hydrochloride, m.p. 178¡ã-179¡ã C. Found: C, 61.55; H, 7.55; N, 8.80percent C16 H22 N2 O2.HCl requires: C, 61.85; H, 7.45; N, 9.0percent.

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; John Wyeth & Brother Ltd.; US4784996; (1988); 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. 4457-67-4, name is 1-Bromo-4-methoxybutane, A new synthetic method of this compound is introduced below., Quality Control of 1-Bromo-4-methoxybutane

Step A: N-(1,1-Dimethylethyl)-3,4-dihydro-4-hydroxy-2-(4-methoxybutyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide The product from Example 3, Step A (8.75 g, 0.26 mol) was dissolved in DMF (25 mL) and the solution was cooled to -0¡ã C. Sodium hydride (1.56 g of an oil dispersion, 0.03 mol) was added, stirred for 30 min, and then 4-methoxybutyl bromide (8.6 g,0.052 mol) in DMF (15 mL) was added; this mixture was warmed to room temperature and stirred for 15 hr. A saturated aqueous solution of ammonium chloride (20 mL) was added and the mixture was extracted with ethyl acetate (5*50 mL). The combined extracts were washed with brine (10 mL), dried (MgSO4) and evaporated to an oil which was purified by column chromatography (silica, gradient: 50percent to 60percent ethyl acetate/hexane) to give the desired product (9.5 g, 86percent) as a yellow oil.

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; Alcon Laboratories, Inc.; US5378703; (1995); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem