Category: 82830-49-7

These common heterocyclic compound, 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, 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. Quality Control of 2-Fluoro-1,4-dimethoxybenzene

To a solution of 2-fluoro-l,4-dimethoxybenzene (8.1 g, 52.0 mmol) in anhydrous THF at -78 C, n-BuLi (2.5 M in hexane, 22 mL, 55 mmol) was added dropwise. The resulting mixture was stirred at -78 C for 1 h, and then ethyl chloroformate (5 mL, 52.1 mmol) was added dropwise. The reaction mixture was stirred at -78 C for additional 2 h and quenched with water (200 mL). The mixture was extracted with ethyl acetate (2×180 mL). The combined organic layers were washed with brine (200 mL), dried (Na2S04), and concentrated in vacuo. The residue was purified by silica gel column chromatography (1 :5 EtOAc/petroleum ether) to give ethyl 2-fluoro-3,6-dimethoxybenzoate (8.1 g).

The synthetic route of 2-Fluoro-1,4-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARAGON PHARMACEUTICALS, INC.; KAHRAMAN, Mehmet; GOVEK, Steven, P.; NAGASAWA, Johnny, Y.; SMITH, Nicholas, D.; WO2011/156518; (2011); A2;,
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Electric Literature of 82830-49-7, These common heterocyclic compound, 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, 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 FIFTY-EIGHT: Synthesis of Ligand 24 (Figure 17); In a round-bottomed flask nBuLi (10 mmol, 4 rnL of a 2.5 M solution in hexanes) was added drop-wise to a solution of 1 ,4-dimethoxyfluorobenzene (10 mmol, 1.56 g) in THF (120 mL) at -78 0C. The mixture was stirred at -78 0C for a further 30 min, generating solution A. nBuLi (20 mmol, 8 mL of a 2.5 M solution in hexanes) was added drop-wise to a solution of 2,3-benzofuran (20 mmol, 2.36 g, 2.20 mL) in THF (30 mL) at 0 0C. After 2 h at this temperature the mixture was cooled to -78 0C and magnesium bromide (20 mmol, 3.68 g) added and this mixture stirred until the solid dissolved. This solution was then added via cannula to solution A and the mixture maintained at -78 0C for 1 h. The solution was then allowed to warm to room temperature overnight. The solution was then cooled to 0 0C and a solution of iodine (12 mmol, 3.5 g) in THF added via cannula. The mixture was allowed to warm to room temperature and sodium sulfite (saturated aq. solution) added. The mixture was extracted with EtOAc, the organic layer washed (water, then brine), dried and the solvent removed under reduced pressure. The residue was purified in 2 batches by column chromatography on a Biotage SP4 (hexane-EtOAc, 98:2 – 80:20) to give the iodide.

The synthetic route of 82830-49-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; WO2009/76622; (2009); A2;,
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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. 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Fluoro-1,4-dimethoxybenzene

EXAMPLE THREE: Synthesis of Ligand 6; An oven-dried three-neck 100 rnL round bottom flask, which was equipped with a magnetic stir bar and charged with Magnesium shavings (360 mg, 15.36 mmol), was fitted with a reflux condenser, glass stopper, and rubber septum. The flask was evacuated and backfilled with argon (this process was repeated a total of 3 times) and then THF (40 mL) and 2,4,6-triisopropylbromobenzene (3.62 g, 12.8 mmol) were added via syringe. The reaction was heated to reflux and 1 ,2-dibromethane (40 muL) was added dropwise. The reaction was allowed to stir at reflux for 1 h and then was cooled to room temperature. A separate oven-dried 500 mL round bottom schlenk flask, which was equipped with a magnetic stir bar and fitted with a septum, was evacuated and backfilled with argon (this process was repeated a total of 3 times) and then THF (160 mL) and 1 ,4-dimethoxy-2- fluorobenzene (2 g, 12.8 mmol) were added to the flask via syringe. The reaction was cooled to -78 0C and n-BuLi (2.5 M in Hexane, 5.12 mL, 12.8 mmol) was added dropwise over a 15 min period. The solution was stirred for 30 min and the Grignard reagent, which was prepared in the first reaction vessel, was added via cannula transfer over a 20 min period and allowed to stir at -78 0C for 1 h. The reaction was warmed to room temperature slowly where it was stirred for an additional 3 h. Under a constant flow of argon the septum was removed and anhydrous CuCl (1.267 g, 12.8 mmol) was added quickly. The ClP(t-Bu)2 (2.44 mL, 12.8 mmol) was then added via syringe and the schlenk tube was sealed with a Teflon screw cap. The reaction was heated to 75 0C for 48 h and then cooled to room temperature. The reaction was quenched with 30% aqueous NH4OH (100 mL) and the resulting suspension was extracted with EtOAc (200 mL). The organic layer was washed with 30% aqueous NH4OH (3 x 100 mL) and brine (100 mL), dried over MgSO4, filtered, and concentrated on a rotary evaporator to yield a thick yellow oil. The crude material was taken up in minimum amount of hot MeOH and placed in a -25 0C freezer over night to yield 1.11 g (18%) of white crystals.

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; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; WO2009/76622; (2009); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 82830-49-7, 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. 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A 10 mL oven-dried Schlenk tube was charged with magnesium (57.6 mg, 2.4 mmol) and anhydrous THF (1.5 mL), 5 drops of diisobutylaluminium hydride (DIBAL) was added and stirred for 5 min to activate magnesium. 2-bromo-1,3,5-triisopropylbenzene (566 mg, 2 mmol) was added potion-by-potion with vigorous stirring. The tube was capped with a rubber septum and was heated to 70 C. for 2 h (A). In another 10 mL oven-dried Schlenk tube was charged with 2-fluoro-1,4-dimethoxybenzene (156 mg, 1 mmol) and anhydrous THF (3.5 mL). The tube was cooled to -78 C. and 1.6 M n-BuLi solution in hexane (0.64 mL, 1 mmol) was added dropwise over 10 min under vigorous stirring. The mixture was stirred at -78 C. for 40 min (B). A was transferred into to B by syringe over 15 min at -78 C. An additional 1 mL of THF was used to rinse the reaction and was also transferred to B. The combined reaction mixture was stirred at -78 C. for another 1 h and then slowly warmed to room temperature and vigorously stirred for overnight. At this time, the mixture was cooled to 0 C. using ice bath, and iodine (762 mg, 3 mmol) in 4 mL anhydrous THF was added drop-wise over 5 min, then the reaction mixture was stirred for 30 min, and then warmed to stir at room temperature for 2 h. Then, the mixture was quenched with saturated Na2S2O3 (aq.) solution until the red color of bromine disappeared. The aqueous phase was extracted with Et2O (10 mL×3) and the combined organic phases were dried over anhydrous MgSO4. After concentration, the crude product was purified by silica gel chromatography (EtOAc/petroleum ether=1/20) followed by crystallization in methanol to get a white solid (162 mg, 30%), labeled as 25MeOTIP-I. 1H NMR (600 MHz, Chloroform-d) delta 7.39-7.29 (m, 4H), 7.28-7.24 (m, 1H), 7.21 (s, 1H), 6.90 (d, J=8.9 Hz, 1H), 6.82 (d, J=8.9 Hz, 1H), 3.91 (s, 3H), 3.71 (s, 3H), 2.66 (p, J=7.2 Hz, 1H), 2.55-2.45 (m, 1H), 2.34 (p, J=6.8 Hz, 1H), 1.23 (d, J=6.9 Hz, 3H), 1.11 (dd, J=12.6, 6.9 Hz, 6H), 1.04 (d, J=6.8 Hz, 3H), 0.81 (d, J=7.2 Hz, 3H), 0.72 (d, J=7.2 Hz, 3H) ppm. 13C NMR (151 MHz, Chloroform-d) delta 152.42 (d, J=24.3 Hz), 147.34, 145.33, 141.78, 137.81, 137.38, 137.03, 131.88, 131.03, 126.95, 126.24, 119.68, 109.92, 109.16, 56.81, 55.32, 32.61, 30.91, 29.66, 24.68 (d, J=2.3 Hz), 24.06, 23.75, 22.91 (d, J=21.4 Hz) ppm.

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, 2-Fluoro-1,4-dimethoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Agency for Science, Technology and Research; Johannes, Charles W.; Robins, Edward G.; Jong, Howard; Lim, Yee Hwee; Chia, Saei Weng; Yang, Yong; Podichetty, Anil; (84 pag.)US2016/207034; (2016); A1;,
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Application of 82830-49-7,Some common heterocyclic compound, 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, molecular formula is C8H9FO2, 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: To an oven-dried round-bottom flask with a stir bar were charged with a solution of secondary amines 2 (1.5 mmol) in 1 mLdry THF at room temperature under an argon atmosphere. To thissolution was slowly added 1.2 mL nBuLi (2.5 mol/L in n-hexane,3.0 mmol) via syringe. After stirring at 25 C for 10 min, a solution of fluoroarene 1 (1.0 mmol) in 1mL dry THF was added to the reaction flask. The reaction mixture was stirred for 0.5 h at 25 C, and then quenched with 2 mL saturated aqueous solution of NaCl and extracted with H2O (20 mL) and ethyl acetate (3 20 mL). The organic layer was separated and dried with anhydrous Na2SO4, filtered, and evaporated under vacuum. The crude product was purified by column chromatography on silica gel using a petroleum ether/ethyl acetate mixture as eluent to afford the pure target compounds.

The synthetic route of 82830-49-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lin, Yingyin; Li, Meng; Ji, Xinfei; Wu, Jingjing; Cao, Song; Tetrahedron; vol. 73; 11; (2017); p. 1466 – 1472;,
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. 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, A new synthetic method of this compound is introduced below., Computed Properties of C8H9FO2

A 3-neck 1-liter flask equipped with a low temperature thermometer, N2 line, and dropping funnel was charged with 1,4-dimethoxy-2-fluorobenzene (20.42 g, 131 mmol). The solid was dissolved in distilled THF (450 mL) and cooled to an internal temperature of -74 C. A 2.5 M solution of n-BuLi in hexane (63 mL, 157 mmol) was subsequently added over 25 min. under N2 via a dropping funnel. The reaction was maintained at -75 C. for 30 min., before adding solid sulfur (5.01 g, 157 mmol) in one portion. Nitrogen sparging of the reaction mixture was begun at this time and continued throughout the reaction. The internal temperature rose to -65 C. but quickly recorded to -75 C. The reaction temperature was maintained at -75 C. for 30 min. At this time, the excess dry ice in the dry ice/acetone bath was removed and the reaction was allowed to slowly warm to -20 C. over 1.5 h. The reaction was quenched with 2 N HCl with vigorous N2 bubbling until the color of the reaction turned pale yellow. The internal temperature of the reaction rose to 10 C. The reaction was extracted with EtOAc. The organic layer was collected, washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The yellow residue was purified by silica gel chromatography with 20% EtOAc/hexane as the eluant to give the desired product as a light yellow solid. 1H 600 MHz NMR(CDCl3) ppm(delta): 3.84 (s, 3H), 3.86 (s, 3H), 6.56 (dd, J=1.8 Hz, J=8.9 Hz, 1H), 6.70 (t, 1H).

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; DiNinno, Frank P.; Hammond, Milton Lloyd; US2003/225132; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 82830-49-7, The chemical industry reduces the impact on the environment during synthesis 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, I believe this compound will play a more active role in future production and life.

To a stirred solution of 2-fluoro-l,4-dimethoxybenzene (500 mg, 3.2 rnmol) in THF (10 mL) at -78 0C was added dropwise a 2.5M solution of n-BuLi in hexane (1.28 mL, 3.2 mmol). The reaction mixtured was stirred for Ih, and then DMF (0.27 mL, 3.5 mmol) was added at such a rate as to keep the temperature below -70 0C. Upon completion of addition, the reaction mixture was stirred for 3h and then quenched at -78 by addition of a solution of acetic acid (“HOAc”) in THF. Water was added and the reaction mixture was extracted with ethyl acetate. The organic extracts were dried over MgSO4, filtered, and the solvent was removed under reduced pressure to provide Intermediate 20 as a yellow solid (518 mg, 88%), which was used without further purification.

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, 2-Fluoro-1,4-dimethoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/30582; (2007); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, 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. Application In Synthesis of 2-Fluoro-1,4-dimethoxybenzene

To a solution of 2-fluoro-l,4-dimethoxybenzene (8.1 g, 52.0 mmol) in anhydrous THF at -78 C, n-BuLi (2.5 M in hexane, 22 mL, 55 mmol) was added dropwise. The resulting mixture was stirred at -78 C for 1 h, and then ethyl chloroformate (5 mL, 52.1 mmol) was added dropwise. The reaction mixture was stirred at -78 C for additional 2 h and quenched with water (200 mL). The mixture was extracted with ethyl acetate (2×180 mL). The combined organic layers were washed with brine (200 mL), dried (Na2S04), and concentrated in vacuo. The residue was purified by silica gel column chromatography (1 :5 EtOAc/petroleum ether) to give ethyl 2-fluoro-3,6-dimethoxybenzoate (8.1 g).

The synthetic route of 2-Fluoro-1,4-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARAGON PHARMACEUTICALS, INC.; KAHRAMAN, Mehmet; GOVEK, Steven, P.; NAGASAWA, Johnny, Y.; SMITH, Nicholas, D.; WO2011/156518; (2011); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 82830-49-7, These common heterocyclic compound, 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, 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 2-fluoro-1,4-dimethoxybenzene(18) (3.9 g, 24.9 mmol) in anhydrous THF (150 mL) under argon at -78 C was added n-BuLi(1.6 M in hexane, 18.7 mL, 29.9 mmol) dropwise via syringe. The reaction mixture was stirredunder argon at -78 C for 1 hour and methyl chloroformate (2.30 mL, 29.9 mmol) was thenadded dropwise via syringe. The reaction mixture was stirred under argon at -78 C for another4 hours. Upon completion, the reaction mixture was quenched with water (10 mL) and extractedwith EtOAc (2 x 50 mL). The combined organic layers were washed with water and brine, driedover MgSO4, filtered, and concentrated by rotary evaporation. Purification by flash columnchromatography (silica, 9% EtOAc-hexane) gave methyl 2-fluoro-3,6-dimethoxybenzoate (5.2 g,96%) as a colorless oil. methyl 2-fluoro-3,6-dimethoxybenzoate: Rf = 0.15 (25% EtOAc-hexane); 1H NMR (400 MHz, CDCl3) delta 6.94 (t, J = 9.2 Hz, 1H), 6.59 (d, J = 9.2 Hz, 1H), 3.90 (s,3H), 3.81 (s, 3H), 3.77 (s, 3H); 13C NMR (100 MHz, CDCl3) delta 164.0, 151.2, 150.9, 148.7, 141.7,115.5, 106.1, 57.0, 56.4, 52.6; HRMS calc. for C10H11FO4Na (M + Na)+ 237.0534, found237.0535.

Statistics shows that 2-Fluoro-1,4-dimethoxybenzene is playing an increasingly important role. we look forward to future research findings about 82830-49-7.

Reference:
Article; Chantarasriwong, Oraphin; Milcarek, Andrew T.; Morales, Theodore Habarth; Settle, Aspen L.; Rezende, Celso O.; Althufairi, Bashayer D.; Theodoraki, Maria A.; Alpaugh, Mary L.; Theodorakis, Emmanuel A.; European Journal of Medicinal Chemistry; vol. 168; (2019); p. 405 – 413;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 82830-49-7, The chemical industry reduces the impact on the environment during synthesis 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, I believe this compound will play a more active role in future production and life.

To a solution of 2-fluoro-1,4-dimethoxybenzene (2.56 g, 0.0 16 mol) in dry THF (100 mL) at -78 C was added n-BuLi (2.5 M, 7 mL, 0.0 17 mol) dropwise under a N2 atmosphere. The reaction was stuffed at -78 C for 1 h and then ethyl chloroformate (1.8 g, 0.0 17 mol) inTHF (50 mL) was added dropwise at -78 C. The reaction mixture was stirred at -78 C for another 1 h. The reaction was warmed slowly to room temperature and quenched with a saturated aqueous NH4C1 solution (100 mL). The reaction mixture was extracted with ethyl acetate (100 mL x 3). The combined organic phases were dried with MgSO4 and concentrated to afford the crude material which was purified by column chromatography on silica gel(petroleum ether/ethyl acetate 1:10 to 1:5) to afford pure methyl 2-fluoro-3,6- dimethoxybenzoate (2.28 g, 65% yield).

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, 2-Fluoro-1,4-dimethoxybenzene, other downstream synthetic routes, hurry up and to see.