Category: ethers-buliding-blocks

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. 111-95-5, name is Bis(2-methoxyethyl)amine, A new synthetic method of this compound is introduced below., COA of Formula: C6H15NO2

Zu einer Loesung von 75g (0.56 Mol) Bis-(2-methoxy-ethyl)-amin und 50,6g (0.50 Mol)Triethyl amin in 700ml Methylenchlorid laesst man bei 10 C eine Loesung von 162,5g (0.50Mol) 2-Propyl-pentanoyl chlorid in 300ml Methylenchlorid zutropfen. Man ruehrt das Reaktionsgemisch ca 12h bei Raumtemperatur und waescht danach die Reaktionsloesung mit je 250ml H2O, 1 N NaOH, 1 N HCl und waessriger Kochsalzloesung. Anschliessend wird die organische Phase abgetrennt und eingedampft und der Rueckstand im Hochvakuum (0,1 Torr) ueber eine Vigreux Kolonne destilliert (Siedtemperatur: 108-112 C). Man erhaelt 121g (93%) eines farb- und geruchlosen Gels. Wie bereits ausgefuehrt handelt es sich bei den Verbindungen der Formel ( I ) um farblose bis hellgelbe, geschmacksneutrale Oele, die relativ leicht fluechtig sind.

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; Novartis AG; EP1431277; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 103-50-4, 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. 103-50-4, name is Benzyl ether belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

6-{2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}-ethoxy)-ethoxy]-ethoxy}-hexanoic acid ethyl ester (4). Substantially monodispersed benzyl ether 3 (1.03 g, 2.0 mmol) was dissolved in 25 ml ethanol. To this solution was added 270 mg 10% Pd/C, and the mixture was placed under a hydrogen atmosphere and stirred for four hours, at which time TLC showed the complete disappearance of the starting material. The reaction mixture was filtered through Celite 545 to remove the catalyst, and the filtrate was concentrated in vacuo to yield the monodispersed compound 4 as a clear oil (0.67 g, 79%). FAB MS: m/e 425 (M+H), 447 (M+Na).

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, Benzyl ether, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Soltero, Richard; Radhakrishnan, Balasingam; Ekwuribe, Nnochiri N.; Rehlaender, Bruce; Hickey, Anthony; Bovet, Li Li; US2004/38866; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 22094-18-4, name is 1,3-Dibromo-2,2-dimethoxypropane, 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. COA of Formula: C5H10Br2O2

Reference Example 2; Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylateTo DMF solution (1.8 L) comprising diisopropyl malonate (1437 g), sodium hydride (367 g) was added at 15 C. Subsequently, 1,3-dibromoacetone dimethylacetal obtained from Reference example 1 was added thereto, stirred at 130 C. for 24 hours, followed by further stirring for three days. Upon the completion of stirring, the reaction was terminated by adding aqueous solution of ammonium chloride, and extraction was carried out using hexane. The organic layer was washed with water, and then dried over magnesium sulfate. Solids were removed, and the filtrate was dried under reduced pressure. Thus obtained residues were subjected to flash column chromatography (using 10:1 (v/v) hexane/ethyl acetate as an eluent) to obtain the title compound (1.5 kg).1H-NMR (CDCl3): 5.08 (2H, m), 3.15 (6H, s), 2.69 (4H, s), 1.24 (12H, m).

The synthetic route of 1,3-Dibromo-2,2-dimethoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Asahi Kasei Pharma Corporation; US2009/298894; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 450-91-9, The chemical industry reduces the impact on the environment during synthesis 450-91-9, name is 4-Fluoro-2-methoxyaniline, I believe this compound will play a more active role in future production and life.

Ice bath,4-Fluoro-2-methoxyaniline (6.5 g, 46 mmol) was dissolved in concentrated sulfuric acid (50 mL)After stirring for 30 minutes in an ice bath,Potassium nitrate (5.2 g, 51 mmol) was added portionwise,After the addition, the reaction was allowed to proceed to room temperature and the reaction was stirred for 12 hours.After completion of the reaction,The reaction was poured into ice and the pH was adjusted to 8 with the addition of ammonia, Ethyl acetate (200 mL × 3), dried over anhydrous sodium sulfate,Concentrated, and purified by column chromatography (petroleum ether: ethyl acetate = 3: 1) to give the title compound (6.9 g, yield 80%).

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

Reference:
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd; Wu, Yongqian; (68 pag.)CN105884695; (2016); 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. 51388-20-6, name is 4-(Benzyloxy)aniline hydrochloride, A new synthetic method of this compound is introduced below., HPLC of Formula: C13H14ClNO

4-BenzyloxyanilineHCl (86.1 mmol, 20.3 g), diethylbromomalonate (86. 1mmol, 14.7 ml) and N, N-diisopropylethylamine (86.1 mmol, 15 ml) in toluene (200 ml) was heated at 100C for 36 hours. The reaction mixture was concentrated, dissolved in water (500 ml) and extracted with EtOAc (3 X 300 ml). The organic phase was dried over Na2S04, concentrated and purified by flash chromatography (Si02, 50% EtOAc/hexanes) to provide compound 4A as a brown solid (13.7 g, 45%)

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; BRISTOL-MYERS SQUIBB COMPANY; WO2003/91252; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, 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 4-(Trifluoromethoxy)benzene-1,2-diamine

To a solution of 1, 2-diamino-4-trifluoromethoxybenzene (35g, 180 mmol) in tetrahydrofuran (350 ml) was added urea (32 g, 180 mmol). The solution was refluxed at 7O0C overnight, concentrated under vacuum to a volume of about 100 mL and diluted with water (500 mL). The suspension was stirred at room temperature overnight and filtered. The solid was washed with water and dried under vacuum to obtain a white crystalline solid. LC-MS: m/e (M+l) = 219. 1H NMR (DMSO, 500 MHz) delta 10.85 (d, J=8Hz, 2H), 6.97 (d, J=8.5Hz, IH), 6.90 (d, J=I lHz, 2H).

The synthetic route of 4-(Trifluoromethoxy)benzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2006/22954; (2006); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 170015-99-3, name is 2-(4-(Trifluoromethoxy)phenyl)ethanamine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H10F3NO

Preparation of Intermediate Ethyl 4-(trifluoromethoxy)phenethylcarbamate (I-51c) Using an analogous procedure and workup as described for the preparation of intermediate I-1c above, 2-(4-(trifluoromethoxy)phenyl)ethanamine (I-51b: 3.1 g, 15.1219 mmol) in chloroform (31 mL) was reacted with chloro ethyl formate (1.72 mL, 18.146 mmol) and 2N Na2CO3 solution (31 mL) at 0 C. The resulting mixture was stirred at room temperature for 3 hours to afford the crude product. Purification by column chromatography on silica gel (10% ethylacetate in hexane) afforded 3.2 g of the product (76% yield). 1H NMR (300 MHz, CDCl3): delta 7.30-7.10 (m, 4H), 4.75-4.65 (m, 1H), 4.15-4.05 (m, 2H), 3.4 (q, 2H), 2.8 (t, 2H), 1.3-1.2 (m, 3H). LCMS: 70.91%, m/z=278.1 (M+1)

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 170015-99-3.

Reference:
Patent; NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra; US2014/45872; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, 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 4393-09-3, Safety of (2,3-Dimethoxyphenyl)methanamine

In a 20 mL scintillation vial, 4-amino-5-cyano-6-ethoxy-pyrindine-2-carboxylic acid (19 mg, 0.09 mmol) was dissolved in DMA (0.7 mL). Then TBTU (30 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added, followed by the addition of 2,3-dimethoxylbenzylamine (17 mg, 0.11 mmol, 1.2 eq.) in DMA (0.6 mL). Then TEA (9.37 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added. The mixture was shaken at room temperature for 24 hours. The crude mixture was purified using reverse phase HPLC (TFA). 1H NMR (500 MHz, DMSO-D6/D2O) delta ppm 1.28 (t, 3H) 3.80 (d, 6H) 4.26-4.66 (m, 4H) 6.67-7.19 (m, 4H) 8.87 (t, 1H). MS (ESI) positive ion 357 (M+H)+; negative ion 355(M-H)-.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (2,3-Dimethoxyphenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; Liu, Gang; Sham, Hing L.; Szczepankiewicz, Bruce G.; Xin, Zhili; Zhao, Hongyu; Serby, Michael D.; Liu, Bo; Liu, Mei; US2006/173050; (2006); 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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, A new synthetic method of this compound is introduced below., Application In Synthesis of ((2-Bromoethoxy)methyl)benzene

In a round bottom flask aniline (2.0 g, 21.5 mmol, 2.0 mL), 2,6-lutidine (2.30 g, 21.5 mmol) and benzyl 2-bromoethyl ether (4.6 g, 21.5 mmol, 3.4 mL) were combined in DMF (10 mL) and stirred at 100° C. overnight. The reaction was allowed to cool and then diluted with ethyl acetate (50 mL). This was washed with water (3*20 mL) and the organics were dried and concentrated in vacuo. The crude material was purified by silica gel chromatography eluting with petrol (A) and ethyl acetate (B) (0-50percent B, 100 g, 19.5 CV, 85 mL/min) to afford 2.22 g (37percent) of (2-benzyloxy-ethyl)-phenyl-amine (21) as a yellow oil. The structure was confirmed by 13C NMR (75 MHz, CDCl3) deltaC 43.6, 68.6, 73.2, 113.1, 117.5, 127.5, 127.7, 128.4, 129.1, 138.2, 148.1.

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; GE Healthcare Limited; Jones, Paul Alexander; US9168317; (2015); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, 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. Product Details of 592-55-2

2-(2-ethoxyethoxy)-1 ,3-dimethylidene-2,3-dihydro-1 H-isoindole (1-18) The N-hydroxypthalimide (4.0 g) and 1 -bromo-2-ethoxyethane (11 .25 g) were dissolved in DMF (40.0 ml) and CH3000Na (10.0 g) was added to the solution at room temperature. The reaction mixture was allowed to stir at 70 00 for 12 hours. Thereaction mixture was allowed to cool to room temperature and was and was poured in water and then extracted two times by ethyl acetate. The organic layer was concentrated under reduce pressure and was purified by column chromatography using silica gel. The desired product was eluted with 0-30% ethyl acetate in hexane. Evaporation of pure product fractions gave 4.8 g of 2-(2-ethoxyethoxy)-1 ,3-dimethylidene-2,3-dihydro-1H-isoindole (1-18) (Yield: 83.3 %). 1H-NMR (DMSO-d6): (ppm) 0.98 (t, 3H),3.39 (q, 2H), 3.73 (t, 2H), 4.27 (t, 2H), 7.87 (s, 4H). LC-MS: mlz= 236.2 (M+H).

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

Reference:
Patent; INFLECTIS BIOSCIENCE; GUEDAT, Philippe; (110 pag.)WO2016/1390; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem