Category: 1579-40-4

Electric Literature of 1579-40-4, 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. 1579-40-4 name is Di-p-tolyl Ether, 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.

Tolyl ether (10 g, 0.05 mol), benzoic acid (7.5 g, 0.06 mol), zinc chloride (20 g, 0.15 mol) and phosphorus oxychloride (15 ml, 0.16 mol) were heated at 95C for two hours. The mixture was cooled to room temperature and ethyl acetate (25 ml) was added to form a suspension. The suspension was poured into 500 ml stirring DI water at room temperature. The mixture was heated under reflux for 15 minutes and cooled down to room temperature overnight. The mixture was filtered and washed with water (100ml). The damp cake was suspended with 300 ml of methanol and stirred to boil for 2 or 3 minutes. The resultant suspension was allowed to cool to room temperature over a period of 3 hrs and was then filtered, washed with methanol and dried to give the title compound as a solid (14 g, 91. 8%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Di-p-tolyl Ether, and friends who are interested can also refer to it.

Reference:
Patent; ISIS PHARMACEUTICALS, INC.; WO2005/77966; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 1579-40-4, 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. 1579-40-4, name is Di-p-tolyl Ether, This compound has unique chemical properties. The synthetic route is as follows.

20 g (0.1 mol) of 4,4′-dimethyl diphenyl ether,60 g of carbon tetrachloride and 0.82 g (0.005 mol) of azoisobutyronitrile were charged into the above four-necked flask,Heating the material through a water bath,After heating to 80 C with stirring, 36.8 g (0.23 mol) of bromine was added dropwise,1.1h drop finished,After the drop-back reaction 3.0h.The reaction liquid obtained by the refluxing reaction was subjected to atmospheric distillation of carbon tetrachloride,The material was then cooled to 50 & lt; 0 &To the cooled mass was added 98.4 g (0.3 mol) of a 25% solution of sodium isopropoxide in isopropanol,35min drop finished,Heating reflux 3.0h,The isopropanol was then distilled off.The carbon tetrachloride vaporization was 54.8 g,After washing to neutral and dry after carbon tetrachloride 54.2g,The purity was 99.1% by gas chromatography analysis,The recovery was 90.3%.The amount of isopropanol distilled off was 67.1 g,The purity was 95.6% by gas chromatography,The recovery was 86.9%.Recovery of isopropyl alcohol by distillation and drying dehydration can be used for sodium isopropoxide system.100 mL of water was added to the above materials,Stirring 10min after standing phase,The oil phase was washed twice with the remaining water,Each wash water 50mL.The washed oil phase is first distilled off under normal pressure,And then under a pressure of 1 ~ 2mmHg vacuum distillation,To obtain 23.8 g of a crude product having a boiling point of 220 to 230 C / 1 to 2 mmHg.After the crude product is obtained, the crude product is subjected to vacuum distillation treatment in the present invention to obtain pure product. The product purity was 99.8% by gas chromatography. The yield was calculated to be 92.8%.

The chemical industry reduces the impact on the environment during synthesis Di-p-tolyl Ether. I believe this compound will play a more active role in future production and life.

Related Products of 1579-40-4,Some common heterocyclic compound, 1579-40-4, name is Di-p-tolyl Ether, molecular formula is C14H14O, 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 neat mixture of p-tolyl ether (1.784 g, 9.00 mmol), 5-tertbutylisophthalic acid (1.000 g, 4.50 mmol), zinc chloride (4.478 g, 32.86 mmol) and phosphorus oxychloride (3.4 mL, 36 mmol) were heated at 100 C for 24 h under a N2 atmosphere. The mixture was cooled to room temperature to give viscous dark red-orange oil. The tacky reaction product was suspended in EtOAc (150 mL) and loosened with a spatula, before being transferred and quenched with water (250 mL) and rapidly stirred for 0.5 h. The resulting emulsion was extracted with EtOAc (3 100 mL) to give a bright orange solution. The combined organic layers were then washed with water (2 100 mL) to afford a transparent yellow solution, which was dried over Na2SO4, filtered and silica gel added. The solvent was removed by rotary evaporation and the orange silicaabsorbed crude product was purified using flash chromatography on silica gel, eluting with hexanes-EtOAc (9:1). The first colourless fraction was collected, the solvent removed under reduced pressure, yielding 1 as a white solid (1.683 g, 65%). A second slightly pink-tinged band yielded 2 as a pink tinged solid. If CH2Cl2 was used as the extracting solvent, no 2 was obtained and the yield of 1 increased to >85%. Data for 1. M.p. 199e202 C. 1 H NMR (400 MHz, (CD3)2CO): d 7.23 (d, J 1.6, 2H, phen-H), 7.21 (t, J 1.6, 1H, ArH), 7.16 (m, 4H,xan-H), 7.07 (ddd, J 8.3, 2.2, 0.5, 4H, xan-H), 7.00 (d, J 8.3, 4H, xan-H), 5.24 (s, 2H, CeOH), 2.20 (s, 12H, xan-Me), 1.13 (s, 9H, Ar-tBu). 13C{1 H} NMR (100.6 MHz, (CD3)2CO): d 150.50 (Cq), 149.64 (2 Cq), 149.01 (4Cq), 132.96 (4Cq), 130.11 (4ArCeH), 129.51 (4ArCeH), 129.26 (4Cq), 122.74 (1ArCeH), 121.81 (2ArCeH), 116.58 (4ArCeH), 70.99 (2 Cq), 35.36 (t-Bu) 31.75 (3t-Bu), 20.99 (4Ar-Me). IR (ATR): ~nmax=cm1 3746 (vw), 3667 (w), 3642 (w), 3511 (w), 2950 (w), 2916 (w), 2859 (w), 1606 (w), 1482 (s), 1436 (m), 1420 (m), 1359 (m), 1310 (m), 1284 (s), 1257 (s), 1213 (s), 1135 (s), 1110 (m), 1014 (s), 952 (m), 902 (w), 887 (m), 807 (s), 763 (m), 757 (m). ()-HR-ESI-MS: Found m/z 579.2779 (calc. [C41H38O4] : m/z 582.2770).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Di-p-tolyl Ether, 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 1579-40-4 as follows. Safety of Di-p-tolyl Ether

82 g (1.2 mol) of 50% hydrogen peroxide was slowly added into a mixture of 109 g (0.55 mol) of 4,4′-oxybis(methylbenzene) and 370 g (2.2 mol) of hydrobromic acid in 1000 g of DCE under ice bath. The resulting mixture was irradiated by a visible light lamp (with a wavelength of about 400 nm) for 12 hours to form a crude product (in an organic layer). 4,4′-oxybis((bromomethyl)benzene) was obtained with a yield of 650% after removing the solvent from the crude product by evaporation.

According to the analysis of related databases, 1579-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ETERNAL MATERIALS CO., LTD.; HSUEH, Sheng-Yao; CHEN, Chih-An; LIN, You-Han; BAI, Hao-Tien; (19 pag.)US2017/36981; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 1579-40-4 as follows. Safety of Di-p-tolyl Ether

82 g (1.2 mol) of 50% hydrogen peroxide was slowly added into a mixture of 109 g (0.55 mol) of 4,4′-oxybis(methylbenzene) and 370 g (2.2 mol) of hydrobromic acid in 1000 g of DCE under ice bath. The resulting mixture was irradiated by a visible light lamp (with a wavelength of about 400 nm) for 12 hours to form a crude product (in an organic layer). 4,4′-oxybis((bromomethyl)benzene) was obtained with a yield of 650% after removing the solvent from the crude product by evaporation.

According to the analysis of related databases, 1579-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ETERNAL MATERIALS CO., LTD.; HSUEH, Sheng-Yao; CHEN, Chih-An; LIN, You-Han; BAI, Hao-Tien; (19 pag.)US2017/36981; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 1579-40-4, name is Di-p-tolyl Ether belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Di-p-tolyl Ether

Representative Experimental Protocol: 2,7-Dimethyl-9-(4-nitro)phenyl xanthen-9-ol (R = NO2: 3e): Di-p-tolyl ether (1, 5 g, 25.5 mmol), 4-nitro benzoic acid (5.13 g, 30.7 mmol) and ZnCl2 (10 g, 73.4 mmol) are taken into a 100 ml double neck RB flask and charged with POCl3 (7.5 mL) and heated to 95 C for 4 h. The reaction mixture turned into a brown viscous mass that was difficult to stir. The reaction mixture was then cooled to room temperature and crushed ice was added slowly while keeping the low temperature. To the above mixture was added H2O (75 mL) and stirred for 12 h. The above reaction mixture was filtered and the residue was washed with H2O (20 mL) and hexane (20 mL) to afford 4-nitro-DMPx 3e as white powder. The crude product was dissolved in EtOAc and washed with NaHCO3 to remove the excess of 4-nitro benzoic acid. The EtOAc layer was evaporated under reduced pressure to furnish the desired product as fine powder 7.5 g (86%).

The synthetic route of 1579-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Banerjee, Shyamapada; Srishylam; Rajendra Prasad; Migawa, Michael T.; Swayze, Eric E.; Sanghvi, Yogesh S.; Tetrahedron Letters; vol. 53; 35; (2012); p. 4669 – 4672;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 1579-40-4, The chemical industry reduces the impact on the environment during synthesis 1579-40-4, name is Di-p-tolyl Ether, I believe this compound will play a more active role in future production and life.

Tolyl Ether (5.9 gm, 30 mmoles), bipheylcarboxylic acid (6 gm, 30.27 mmoles), zinc chloride (12 gm, 88 mmoles) and phosphorus oxychloride (20 mmoles) were stirred at 95 degree in an oil bath for 2 hrs. The mixture was cooled to room temperature and the viscous mixture is poured into cracked ice and stirred overnight. The solid was collected and washed with water. The solid was suspended in 150 ml of methanol and was heated to boiling for 5 min. The mixture was cooled to room temperature, filtered and dried to a constant weight (8.4 g, yield: 74%).

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, Di-p-tolyl Ether, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISIS PHARMACEUTICALS, INC.; WO2005/77966; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 1579-40-4, name is Di-p-tolyl Ether, 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 1579-40-4, Recommanded Product: 1579-40-4

To a stirred mixture of4′, 4′- dimethyldiphenylether (200 g; 1.01 mole), p-methybenzoic acid (154 g; 1.13 mole) and anhydrous zinc chloride (400 g; 2.94 mole) was added phosphorousoxy trichloride (300ml ; 3. 27 mole) slowly using an addition funnel. The reaction mixture was then slowly heated to95 C when the reaction starts and monitored by tlc. After the reaction is complete, ethyl acetate (500 ml) was added, followed by water (200 ml) slowly. An additional amount of water (2500 ml) was added at a faster rate. Stirred overnight at room temperature when solid comes out. It was filtered and recrystallized from methanol to afford the substituted pixyl alcohol product.

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; ISIS PHARMACEUTICALS, INC.; WO2005/49621; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 1579-40-4, name is Di-p-tolyl Ether belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Di-p-tolyl Ether

1.9827 g (0.01 mol) of dissolved p-tert-phenyl ether,0.01883 g (1 mol%) of Tris derivative modifiedFe-Anderson type polyacid ([N(C4H9)4] 3[FeMo6O18{(OCH 2)3CNH2}2]),0.0106 g (0.1 equiv) of sodium carbonate additive,30% by weight of hydrogen peroxide containing 0.03 moles of hydrogen peroxide and 30 ml of solvent diethyl malonate are put into a dry and clean pressure tube.After heating to 100 C,After 18 hours of heat treatment under a pressure (gauge pressure) of 1.0 MPa,Stop the reaction,The reaction system was extracted 3 times with ethyl acetate.The obtained product is removed under reduced pressure,Column chromatography to obtain 4,4′-diphenyl ether dicarboxylic acid,Obtained 2.3983 grams of product,The yield was 93%.

The synthetic route of 1579-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Institute of Technology; Yu Han; Wang Jingjing; He Huihong; (8 pag.)CN108484381; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

1579-40-4, The chemical industry reduces the impact on the environment during synthesis 1579-40-4, name is Di-p-tolyl Ether, I believe this compound will play a more active role in future production and life.

Representative Experimental Protocol: 2,7-Dimethyl-9-(4-nitro)phenyl xanthen-9-ol (R = NO2: 3e): Di-p-tolyl ether (1, 5 g, 25.5 mmol), 4-nitro benzoic acid (5.13 g, 30.7 mmol) and ZnCl2 (10 g, 73.4 mmol) are taken into a 100 ml double neck RB flask and charged with POCl3 (7.5 mL) and heated to 95 C for 4 h. The reaction mixture turned into a brown viscous mass that was difficult to stir. The reaction mixture was then cooled to room temperature and crushed ice was added slowly while keeping the low temperature. To the above mixture was added H2O (75 mL) and stirred for 12 h. The above reaction mixture was filtered and the residue was washed with H2O (20 mL) and hexane (20 mL) to afford 4-nitro-DMPx 3e as white powder. The crude product was dissolved in EtOAc and washed with NaHCO3 to remove the excess of 4-nitro benzoic acid. The EtOAc layer was evaporated under reduced pressure to furnish the desired product as fine powder 7.5 g (86%).

The chemical industry reduces the impact on the environment during synthesis Di-p-tolyl Ether. I believe this compound will play a more active role in future production and life.

Reference:
Article; Banerjee, Shyamapada; Srishylam; Rajendra Prasad; Migawa, Michael T.; Swayze, Eric E.; Sanghvi, Yogesh S.; Tetrahedron Letters; vol. 53; 35; (2012); p. 4669 – 4672;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem