Category: ethers-buliding-blocks

Related Products of 145903-31-7, These common heterocyclic compound, 145903-31-7, name is 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine, 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.

Novel compounds of this general structure were prepared by reacting 7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (1) with triphosgene, in the presence of a base (Et3N), followed by addition of a primary or secondary amine or an alcohol. A representative synthesis of this general process is depicted in Scheme 6 below.

Statistics shows that 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine is playing an increasingly important role. we look forward to future research findings about 145903-31-7.

Reference:
Patent; Marks, Andrew R.; Landry, Donald W.; Deng, Shi Xian; Cheng, Zhen Zhuang; US2005/215540; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 658-89-9, 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. 658-89-9 name is 4-(Trifluoromethoxy)benzene-1,2-diamine, 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.

Intermediate 41 : Mixture of (trans) N-{2-amino-4-[(trifluoromethyl)oxy1phenyl)-3-(4- fluorophenyl)-2-oxo-1-oxa-3-azaspiro[4.51decane-8-carboxamide and (trans) N-{2-amino- 5-[(trifluoromethyl)oxy1phenyl)-3-(4-fluorophenyl)-2-oxo-1-oxa-3-azaspiro[4.51decane-8- carboxamide; 4-[(Trifluoromethyl)oxy]-1 ,2-benzenediamine (Intermediate 32, 177 mg, 0.921 mmol) and (trans) 3-(4-fluorophenyl)-2-oxo-1-oxa-3-azaspiro[4.5]decane-8-carboxylic acid (Intermediate 42, 180 mg, 0.614 mmol) were dissolved in pyridine (2.5 ml) and EDC (188 mg, 0.982 mmol) was added. The mixture was stirred at r.t. for 2 hours. The pyridine was removed under vacuum and the residue partioned between aq. sat. NaHCO3 (20 ml) and EtOAc (50 ml). The aqueous layer was extracted once again with EtOAc (30 ml). The combined EtOAc extracts were washed with brine (20 ml), dried (Na2SO4), filtered and evaporated. The residue was purified by silica gel chromatography eluting with cyclohexaneEtOAc 64 to 46. The title compounds were obtained as a mixture of both possible regioisomers and were collected together to give 274.5 mg (0.529 mmol, 86%). 1 H-NMR (400 MHz, CDCI3): (data given for major isomer) delta 7.54 (2H, dd), 7.18-7.25 (1 H, m), 7.19 (2H, t), 6.64-6.73 (1 H, m), 3.77 (2H, s), 2.48-2.58 (1 H, m), 2.10-2.23 (4H, m), 1.80-2.00 (4H, m), one aromatic proton not detected, might fall underneath CHCI3 signal; UPLC-MS: 0.75 min, 468 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Trifluoromethoxy)benzene-1,2-diamine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 768-70-7, 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. 768-70-7, name is 3-Ethynylanisole belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step B:; In nitrogen atmosphere, the above ester (115 mg, 0.25 mmol) and 1-ethynyl-3- methoxybenzene (97 muL, 0.75 mmol) were dissolved in anhydrous tetrahydrofuran (4 mL). 0.15 M Solution of tri-tert-butylphosphine in cyclohexane (0.2 mL, 0.03 mmol) was added via syringe. Copper()) iodide (1.9 mg, 0.01 mmol), dichloro(bisbenzonitrile)palladium (5.7 mg, 0.015 mmol) and diisopropylamine (84 muL, 0.60 mmol) were added. The traces of the air were removed and the mixture was stirred under nitrogen at ambient temperature overnight. The mixture was diluted with ethyl acetate (10 mL) and filtered through a short path of silica gel. The filtrate was concentrated and purified by column chromatography (silica gel Fluka 60, hexanes/ethyl acetate 7:3 -1: 1 – 3: 7) yielding ethyl [4-[3,5-bis-(3-methoxyphenylethynyl)- phenylsulfanyl]-2-methylphenoxy]acetate. Yield: 87 mg (62 %). RF (Si02, hexanes/ethyl acetate 9:1) 0.25. , ¹H NMR spectrum (200 MHz, CDCI3, No.H) : 7.48 (t, J=1.4 Hz, 1 H) ; 7.35-7.25 (m, 6 H); 7.15- 7.01 (m, 4 H) ; 6.95-6.85 (m, 2 H) ; 6.72 (d, J=8.5 Hz, 1 H) ; 4.67 (s, 2 H) ; 4.27 (q, J=7.1 Hz, 2 H) ; 2.30 (s, 3 H); 1.29 (t, J=7.1 Hz, 3 H).

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, 3-Ethynylanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVO NORDISK A/S; WO2005/105726; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, molecular formula is C9H12FNO, 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 148583-65-7

A mixture of 7-chlorothiazole[5,4-d]pyrimidine (50 mg, 0.292 mmol), toluene-4-sulfonicacid (6 mg, 0032 mmol), 4-fluoroisopropoxyaniline (49 mg, 0.290 mmol) and IPA (2m1)were sealed in a microwave reactor vial and irradiated at 170C for 15 minutes in theBiotage 1-60 microwave reactor. The reaction mixture was concentrated and theresidue taken up in 20% MeOH in DCM and passed through an aminopropyl cartridge.The product was recovered by washing through with 20% MeOH in DCM. The solutionwas concentrated and the crude product purified by flash column chromatographyeluting with 10-20% EtOAc in petroleum ether to give a pale pink solid (52 mg, 58%).1H NMR (400 MHz, CHLOROFORM-d) 5 1.44 (d, J=5.95 Hz, 6H), 4.56-4.64 (m, IH),6.69-6.77 (m, 2H), 8.58-8.62 (m, IH), 8.64-8.65 (m, 1H), 8.67-8.72 (m, IH), 8.88 (s,1 H); m/z (ES+APCI) :304 [M+H]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 148583-65-7, its application will become more common.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; AMBLER, Martin; LEWIS, Stephen; OSBORNE, Joanne; WEBB-SMITH, Kayleigh; (257 pag.)WO2017/85484; (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. 1515-95-3, name is 1-Ethyl-4-methoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1515-95-3

Dissolve 2-methylethylbenzene (1.0 mmol), iron complex 1 (0.02 mmol) and H2O2 (1.5 mmol) in 2 mL of methanol and react at room temperature for 8 hours.After the reaction, the concentrated reaction solution was directly separated by silica gel column chromatography and dried to the same quality.The corresponding product C9H12O was obtained (93% 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; Shanghai Institute of Technology; Yao Zijian; Qiao Xinchao; Zhu Jingwei; Lin Nan; (13 pag.)CN110627841; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine, 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 6298-96-0, COA of Formula: C9H13NO

a) 10.0 g (66.1 mmol) (S)-4-methoxy-alpha-methylbenzylamine are added to 30 mL HBr (30% in AcOH) and stirred at 100 C. for 4 h. The reaction mixture is cooled to r.t. and the solvent is removed in vacuo. The crude product is 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, 1-(4-Methoxyphenyl)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; US2014/213568; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 446-61-7, 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. 446-61-7, name is 2-Fluoro-6-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(E)-3-Ethoxy-N-(3-fluoro-2-methoxyphenyl)acrylamide (3a) A mixture of 6-fluoro-o-anisidine (2a) (5.08 g, 36 mmol), DMAP (0.44 g, 3.6 mmol) and pyridine (25 mL) was stirred in an ice bath for one hour. After concentrating, water (50 mL) and AcOEt (100 mL) were added. Concentrated HCl was added to pH 1. Extraction was performed with AcOEt as the organic layer was washed with was washed successively with: 25 mL saturated NaCl containing 2 mL 1 M HCl, 25 mL saturated NaCl containing 5mL NaHCO3, and finally with 25 mL saturated NaCl. The organic layer was dried with MgSO4 and purified by passing through a column of silica gel using a solvent system of 1:1 followed by 2:1 hexanes-AcOEt. The product was further purified by column chromatography using a solvent system combination of 10:1 4:1 2:1. The product was recrystallized from cold 10:1 hexanes-AcOEt to give (3.16 g, 37% yield) as off white crystals. 1H NMR (400 MHz, CDCl3) 8.19 (d, J=8.4 Hz, 1H), 7.64 (d, J=11.2 Hz, 1H), 7.56 (bs, 1H), 7.01-6.94 (m, 1H), 6.81-6.74 (m, 1H), 5.36 (d, J=12 Hz, 1H), 3.98 (d, J=1.6 Hz, 3H), 3.96 (q, J=7.2 Hz, 2H), 1.36 (t, J=7.2 Hz, 3H). 19F NMR (376 MHz, CHCl3) -131.37.

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-6-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Horwitz, Jerome P.; Polin, Lisa; Hazeldine, Stuart T.; Corbett, Thomas H.; US2007/54938; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 29578-39-0, name is 1-Bromo-3-fluoro-5-methoxybenzene, 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 29578-39-0, category: ethers-buliding-blocks

To a solution of 9-1 (20 g, 97.55 mmol) in tetrahydrofuran (100 mL) was added dropwise n-butyl lithium (43 mL, 2.5 M, 107.3 mmol) at -78 C. It was stirred for 30 minutes and N,N-dimethylformamide (15.1 mL, 195.1 mmol) was added at this temperature. It was stirred for another 30 minutes and the cold bath was removed. After 1 hour, the reaction was quenched with saturated aqueous ammonium chloride. The organic layer was washed with water and saturated aqueous sodium chloride, dried (sodium sulfate), filtered and concentrated. The residue was purified by chromatography on silica to give 9-2.

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; NEUROVIVE PHARMACEUTICAL AB; Moss, Steven James; Gregory, Matthew Alan; Wilkinson, Barrie; US9139613; (2015); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 1535-75-7, 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. 1535-75-7 name is 2-(Trifluoromethoxy)aniline, 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.

General procedure: Acetamides (1a-1x, 1ab, 1ac and 1ba-1bc). To a solution of 2-phenylacetic acid (7.0mmol), 2-(trifluoromethoxy)aniline (7.7mmol) in anhydrous CH2Cl2 (25mL) were added EDCI (1.745g, 9.1mmol) and DMAP (256.6mg, 2.1mmol). The reaction mixture was stirred at room temperature overnight, diluted with HCl (1M) aqueous solution, and extracted with CH2Cl2 (3×25mL). The combined organic phase was washed with saturated NaHCO3 aqueous solution and brine, dried over anhydrous Na2SO4, and concentrated under vacuum. Purification by flash chromatography (Silica gel, petroleum ether: ethyl acetate=50: 1 as eluent) gave the corresponding 2-phenyl-N-[2-(trifluoromethoxy)phenyl]acetamide compound.

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

Reference:
Article; Zhao, Xiao-Jing; Zhao, Jie; Sun, Xin; Liu, Ji-Kai; Wu, Bin; Tetrahedron; vol. 73; 25; (2017); p. 3463 – 3477;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 7252-83-7, These common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, 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 31 [000431] A mixture of Compound 31A (3.00 g, 14.93 mmol), 2-bromo-l,l- dimethoxyethane (2.77 g, 16.42 mmol) and K2C03 (4.12 g, 29.86 mmol) in DMF (26 mL) was stirred at 150 C for 2 h. It was evaporated to remove DMF. The residue was diluted with ethyl acetate (200 mL), washed with water and brine, dried with anhydrous Na2S04, and evaporated to render Compound 31B (3.80 g, yield 88%) as a white solid. 1H-NMR (CDC13, 400 MHz) major characteristic peaks: delta (ppm) 4.10 (d, J= 5.2 Hz, 2H), 4.75 (t, J= 5.2 Hz, 1H), 6.89 (d, J= 9.2 Hz, 1H), 7.61-7.64 (m, 1H), 7.93 (s, 1H), 10.42 (s, 1H).

The synthetic route of 7252-83-7 has been constantly updated, and we look forward to future research findings.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem