Ethers-buliding-blocks

Related Products of 19056-40-7,Some common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-methoxyaniline, molecular formula is C7H8BrNO, 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.

adding 1020 g of 2-bromo-5-aminoanisole to the reaction vessel,Add about 30percent sulfuric acid 8380 g and stir.Then, a solution of 455 g of sodium nitrite and 1000 g of water was added dropwise, and the process temperature was controlled at about 12 °C.After the addition is completed, the mixture is stirred for a while to prepare a diazonium salt for use. Add 520 g of cuprous bromide and HBr 1350 g to another reaction flask.The above diazonium salt is added under stirring, and the temperature rises when decomposed, and the controlled temperature is 40 to 65 °C.After the addition, continue to stir, keep the reaction for a period of time, stir, cool, filter,The brown solid 2,5-dibromoanisole was obtained in an amount of 1086 g, and the content was more than 97percent, and the yield was 81percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3-methoxyaniline, its application will become more common.

Reference:
Patent; Changzhou University; Chen Xingquan; Dong Yanmin; (5 pag.)CN109320403; (2019); 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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., Product Details of 450-88-4

Step 1. 3-Bromo-6-fluoro-2-methoxybenzaldehyde 1.6 M Solution of n-butyllithium in hexanes (3.35 mL, 5.36 mmol) was added dropwise to a solution of N,N-diisopropylamine (0.960 mL, 6.85 mmol) in tetrahydrofuran (10 mL) at -78 C. and the resultant reaction mixture was stirred at -78 C. for 10 min. A solution of 1-bromo-4-fluoro-2-methoxybenzene (1.0 g, 4.9 mmol) in tetrahydrofuran (2 mL) was added to the reaction mixture dropwise at -78 C. and the reaction mixture was stirred at -78 C. for 1 h. N,N-dimethylformamide (0.412 mL, 5.32 mmol) was added to the reaction mixture dropwise at -78 C. and the reaction mixture was stirred at -78 C. for 1 h. Reaction mixture was quenched with saturated ammonium chloride, warmed to 20 C., and diluted with ether and 1M aqueous solution of HCl. Layers were separated and the aqueous layer was and re-extracted with ether. The combined organic layers were washed with brine, dried with magnesium sulfate, filtered, and concentrated in vacuo to give a crude residue. Purification by flash column chromatography (100% hexanes to 30% EtOAc/hexanes) gave the desired product (727 mg, 64%) as a yellow solid. LCMS calculated for C8H7BrFO2 (M+H)+: m/z=233.0, 235.0. found: 233.0, 234.8.

The synthetic route of 450-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; Yue, Eddy W.; Combs, Andrew P.; Douty, Brent; US2015/148342; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

321-28-8, name is 1-Fluoro-2-methoxybenzene, 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. Recommanded Product: 1-Fluoro-2-methoxybenzene

Step 1 Preparation of 3′-Fluoro-4′-methoxyacetophenone Aluminum chloride (80.0 g, 0.6 mol) and chloroform (750 mL) were placed in a 2 L three-necked round bottom flask fitted with a mechanical stirrer and cooled by means of an ice bath. To the stirred solution acetyl chloride (51.0 g, 0.65 mol) was added dropwise, maintaining the temperature between 5-10 C. The mixture was stirred for 10 minutes at 5 C. before the dropwise addition at 5-10 C. of 2-fluoroanisole (62.6 g, 0.5 mol). The mixture was stirred at 0-10 C. for 1 hour and poured into ice (1 L). The resultant layers were separated and the aqueous layer was extracted with dichloromethane (2*250 mL). The combined organic layers were washed with water (2*150 mL), dried over anhydrous MgSO4, filtered and concentrated in vacou to a volume of 300 mL. Hexanes were added and a white solid formed which was isolated by filtration and air dried. This material was recrystallized from a mixture of dichloromethane and hexanes to afford (77.2 g, 92%) of material suitable for use in the next step: mp 92-94 C.; 1 H NMR (D6 -DMSO) 7.8 (m, 2H), 7.3 (t, 1H), 3.9 (s, 3H), 2.5 (s, 3H).

The synthetic route of 321-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; G.D. Searle & Co.; US5521207; (1996); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 50742-37-5, name is (3-Phenoxyphenyl)methanamine, 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. Formula: C13H13NO

EXAMPLE 5 The procedure is carried out as described in Example 1(b) but with the use of 50 g (0.25 mol) of 3-phenoxybenzylamine and 25 g (0.255 mol) of cyclohexanone. Distillation leaves 41 g (0.147 mol) of N-cyclohexylidene(3-phenoxybenzylamine), corresponding to a yield of 58.7% of theory; b.p. 135-136 C./4 Pa. Analysis for C19 H21 NO (molecular weight 279.38): calculated: C 81.69% H 7.58% N 5.01% O 5.73% found: C 80.81% H 7.56% N 5.02% O 6.12%. NMR spectrum tau [ppm]: 2.6-3.2(m), 5.51(s), 7.65(m), 8.33(m) in the ratio of 9:2:4:6.

The synthetic route of (3-Phenoxyphenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US4231962; (1980); 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. 150-78-7, name is 1,4-Dimethoxybenzene, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

Example 2: Preparation of 2,5-dibromo-1 ,4-dimethoxybenzene (2); [00103] In a one liter round-bottom flask, a solution of bromine (35.2 g, 220 mmol) in chloroform (50 ml) was added dropwise to a solution of 1 ,4- dimethoxybenzene (13.8 g, 100 mmol) in chloroform (400 ml) under 00C. After stirring for 3 hours, 100 ml of saturated Na2CO3 solution was added. The organic layer was washed with water, brine, and dried over sodium sulfate. The solvent was removed on a rotary evaporator and the residue was performed recrystallization from ethanol to afford pure 2,5-dibromo-1 ,4- dimethoxybenzene (25.8 g, 85%). 1HNMR (CDCI3) 57.128 (s, 2 H), 3.873 (s, 6 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; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NATIONAL UNIVERSITY OF SINGAPORE; WO2006/93467; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 150-78-7, name is 1,4-Dimethoxybenzene, 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 150-78-7, HPLC of Formula: C8H10O2

In a 250 ml reaction flask, 20.0 g (0.145 mol, 1.0 eq) of hydroquinone dimethyl ether and 55 ml of glacial acetic acid were added and dissolved by ultrasonic; A solution of 15 ml of Br2 (0.290 mol, 2.0 eq) and 15 ml of glacial acetic acid was added dropwise at room temperature. After 1.5 hours, the mixture was stirred at room temperature for 2.5 h. Placed in the upper refrigerator to 10 below the temperature (not to acetic acid curing) filter; and petroleum ether washing filter cake to give a white solid, vacuum drying and then weight 35.6g, the yield of 83.6%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Huanghe Science & Technology College; Kang, Hongwei; Li, Yanchun; Ji, Mingming; (8 pag.)CN106397468; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 103291-07-2, These common heterocyclic compound, 103291-07-2, name is 4-Bromo-1-fluoro-2-methoxybenzene, 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.

General procedure: A mixture of arylbromide (1.0 eq), magnesium turnings (1.1 eq) and a catalytic amount of iodine in anhydrous THF was stirred for 2h at 60C under argon. A solution of the appropriate aldehyde in anhydrous THF was added and the reaction mixture was stirred at 80C. The end of the reaction was monitored by TLC. The mixture was quenched with brine and extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered and evaporated to dryness under reduced pressure. The crude product was purified by column chromatography.

Statistics shows that 4-Bromo-1-fluoro-2-methoxybenzene is playing an increasingly important role. we look forward to future research findings about 103291-07-2.

Reference:
Article; Braun, Florian; Bertoletti, Nicole; Moeller, Gabriele; Adamski, Jerzy; Frotscher, Martin; Guragossian, Nathalie; Madeira Girio, Patricia Alexandra; Le Borgne, Marc; Ettouati, Laurent; Falson, Pierre; Mueller, Sebastian; Vollmer, Guenther; Heine, Andreas; Klebe, Gerhard; Marchais-Oberwinkler, Sandrine; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 61 – 76;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 10385-36-1, The chemical industry reduces the impact on the environment during synthesis 10385-36-1, name is 1-Bromo-2,3,4-trimethoxybenzene, I believe this compound will play a more active role in future production and life.

General procedure: Aryl bromide (1.00 mmol; in case it is solid), Pd(PhCN)2Cl2 (11.5 mg, 0.030 mmol) and CuI (3.8 mg, 0.020 mmol) are added to a dry, 10-mL round bottom flask, which is then sparged with argon and charged with dioxane (1.0 mL; Aldrich Sure/Seal anhydrous/99.8%). P(t-Bu)3 (70 muL of a 1 M solution in dioxane; 0.07 mmol; made from 1gm P(t-Bu)3 and 4.95 mL anhydrous dioxane; preserved under argon), HN(i-Pr)2 (170 muL, 1.20 mol; freshly distilled over CaH2), aryl bromide (1.00 mmol, in case it is liquid), and the trimethylsilylacetylene (1.20 mmol) are added via syringe to the stirred reaction mixture. After the aryl bromide has been consumed, the reaction mixture is diluted with EtOAc (5 mL), filtered through a small pad of Celite (with EtOAc rinsings), concentrated in reduced pressure and silica gel (1 g) was added. Further evaporation lead to a silica gel plug which was loaded on top of a silica gel column (2 cm × 20 cm) and eluted with 5% ethyl acetate in hexanes. Fractions corresponding to the product spot were evaporated under reduced pressure to obtain analytically pure product.

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-Bromo-2,3,4-trimethoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gangjee, Aleem; Namjoshi, Ojas A.; Keller, Staci N.; Smith, Charles D.; Bioorganic and Medicinal Chemistry; vol. 19; 14; (2011); p. 4355 – 4365;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 41789-95-1,Some common heterocyclic compound, 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, molecular formula is C9H13NO, 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.

Synthesis of 2-(((3- Methoxybenzyl)(methyl)amino)methyl)quinazolin-4(3H)-one (C). To a solution of 718 mg (3.69 mmol) of 2-(chloromethyl)-4(3H)-quinazolinone (A) in 6 mL of DMF was added 1.3 mL (1.34 g, 8.86 mmol) of 1-(3-methoxyphenyl)-N- methylmethanamine (B). The resulting solution was stirred at 120oC for 2 hours under microwave irradiation. After cooling to room temperature, the mixture was poured into 100 mL of water. The aqueous mixture stood for 5 minutes and then was extracted three times with 75-mL portions of ethyl acetate. The combined organic layers were washed with brine, dried (Na2SO4) and concentrated in vacuo. The crude product was dissolved in minimal amount of ethyl acetate and precipitated by adding drops of hexanes to afford 629 mg (55%) of C as a light orange solid: 1H NMR (400 MHz, DMSO-d6) delta 11.95 (s, 1H), 8.12 (d, J = 8.0 Hz, 1H), 7.80 (td, J = 7.4, 1.2 Hz, 1H), 7.65 (d, J = 8.4 Hz, 1H), 7.50 (t, J = 7.6 Hz, 1H), 7.23 (t, J = 8.0 Hz, 1H), 7.01 (s, 1H), 6.95 (d, J = 7.6 Hz, 1H), 6.81 (dd, J = 8.0, 2.4 Hz, 1H), 3.75 (s, 3H), 3.61 (s, 2H), 3.56 (s, 2H), 2.19 (s, 3H); 13C NMR (100.5 MHz, DMSO-d6) delta 161.6, 159.2, 154.7, 148.4, 139.9, 134.3, 129.1, 127.0, 126.4, 125.8, 121.3, 121.1, 114.5, 112.5, 60.8, 59.8, 54.9, 41.5; ESI-HRMS m/z: [M+H]+ calcd for C18H19N3O2310.1550, found 310.1462.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(3-Methoxyphenyl)-N-methylmethanamine, its application will become more common.

Reference:
Patent; UNIVERSITY OF LOUISVILLE RESEARCH FOUNDATION, INC.; CLARK, Geoffrey J.; TRENT, John O.; BURLISON, Joseph A.; (112 pag.)WO2017/19537; (2017); 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. 29578-39-0, name is 1-Bromo-3-fluoro-5-methoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 29578-39-0

A suspension of 3-bromo-5-fluoro-anisole (20.0 g, 97.55 mmol, 1.0 eq.), ethyl prop-2-enoate (12.6 g, 146.3 mmol, 1.5 eq.), and tri-o-tolylphosphine (2.37 g, 7.8 mmol, 8mol%) in triethylamine (175 mL) was degassed and then palladium(II) acetate (0.44 g, 1.96 mmol, 2mol%) was added to the reaction mixture. The mixture was kept at reflux temperature for 13 days (the reaction had a very slow but steady progress, during this time additional Pd-source and phosphine were added – once 2 and 8 mol% Pd and phosphine and once 1 and 4 mol% Pd and phosphine). The reaction mixture was cooled to room temperature. Volatiles were removed in vacuo, and water (300 mL) was added to the residue. The mixture was extracted with ethyl acetate (3xl50mL). The combined organic layers were washed with aq. HCl (IN, 100 mL), brine (200 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The crude material was purifed by flash column chromatography using as eluent petroleum ether/ethyl acetate 9 to 1, giving the titled compound as an off-white solid in 74% yield.

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; KARO BIO AB; WO2009/121910; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem