Ethers-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 145903-31-7, name is 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine, 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 145903-31-7, HPLC of Formula: C10H13NOS

Synthon S26 was prepared according to methods described in U.S. patent application Ser. No. 10/680,988. Synthesis of S3 (Scheme 1): To a stirred solution of vinylsulfonic acid (22 mg, 0.2 mmol) in anhydrous CH2Cl2 (5 ml) is added thionyl chloride (2M in CH2Cl2, 0.1 ml, 0.2 mmol) The reaction mixture is stirred at room temperature overnight and evaporated under vacuum. The residue is dissolved in CH2Cl2 (5 ml). To this solution, a solution of S26 (20 mg, 0.1 mmol) in CH2Cl2 (3 ml) is added drop-wise at 0 C. The reaction mixture is stirred at 0 C. for one hour and at room temperature for another hour and washed with saturated sodium bicarbonate and 1N HCl. After removal of the solvent, the product S3 is purified by SiO2 column chromatography as a colorless oil (18 mg, 65%).

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; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; US2007/49572; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 538-86-3, name is (Methoxymethyl)benzene, 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. SDS of cas: 538-86-3

General procedure: A mixture of nitriles (5 mmol), methyl ethers (6 mmol) and Fe(ClO4)3¡¤H2O (5percentmol) was placed in a round bottom flask. Then the reaction mixture was heated at 100 ¡ãC for the given time. After completion of the reaction monitored by thin layer chromatography (TLC), 10 ml water was added into reaction system and extracted with ethyl acetate (3 ¡Á 20 ml). The organic layers were collected, combined, washed with water (3 ¡Á 20 ml), dried over anhydrous Na2SO4, and concentrated under vacuum. The pure products (1a?1k and 2a?2p) were obtained by directly passing through a silica gel (200?300 mesh) column using petroleum ether/ethyl acetate (10:1?5:1).

The synthetic route of (Methoxymethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yin, Guibo; Yan, Bin; Chen, Junqing; Ji, Min; Journal of the Iranian Chemical Society; vol. 16; 6; (2019); p. 1355 – 1363;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 1663-61-2,Some common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, molecular formula is C13H20O3, 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 asolution of hydrazide (0.73 mmol) in 10 mL of anhydrous ethanol, added triethyl orthoester (0.81 mmol) and ammonium chloride (0.219 mmol). The solution was stirred and heated to reflux until it complete (0.5-18 h). The reaction mass was cooled to room temperature and concentrated under vacuum. The crude product was made into slurry in a mixture of hexanes and ether (3:1), filtered,washed with deionized water or purified by column chromatography.

The synthetic route of 1663-61-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gnanasekaran, Krishna Kumar; Nammalwar, Baskar; Murie, Maeghan; Bunce, Richard A.; Tetrahedron Letters; vol. 55; 50; (2014); p. 6776 – 6778;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, 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 41789-95-1, Formula: C9H13NO

Example 49 Preparation of (+)-8-methoxy-2-methyl-5-naphthalen-2-yl-2,3,4,5-tetrahydro-1H-benzo[c]azepine, maleate salt and (-)-8-methoxy-2-methyl-5-naphthalen-2-yl-2,3,4,5-tetrahydro-1H-benzo[c]azepine, maleate salt Step A: A solution of 2-naphthylacrylic acid (10.0 g, 50.4 mmol) and N-methylmorpholine (7.8 mL, 70.6 mmol) in anhydrous methylene chloride (307 mL) was cooled to -20 C. Isobutyl chloroformate (7.0 mL, 53.5 mmol) was added dropwise. After 90 minutes, a solution of (3-methoxybenzyl)methylamine (7.63 g, 50.45 mmol) in anhydrous methylene chloride (50 mL) was added dropwise. The reaction was allowed to warm to room temperature and stirred overnight. The reaction mixture was then washed with 1 M NaH2PO4.2H2O (2¡Á), H2O (2¡Á), and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. Purification via flash column chromatography (40:60 to 70:30 ethyl acetate/hexanes) yielded the desired amide (8.60 g, 51%) as a white solid: 1H NMR (300 MHz, CDCl3) delta 7.95-7.55 (m, 6H), 7.52-7.45 (m, 2H), 7.35-7.20 (m, 1H), 7.10-6.75 (m, 4H), 4.73-4.69 (m, 2H), 3.81 (s, 3H), 3.14-3.08 (m, 3H).

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-(3-Methoxyphenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMR Technology, Inc.; US2007/21408; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 24332-20-5, 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 24332-20-5 as follows.

EXAMPLE 19 1-(2-Oxa)propyl-2-acetyl-6-methoxy-1,2,3,4-tetrahydro-beta-carboline. Formula: C1,H20 N2 O3 M=288.34 g.mol-1 To 5-methoxytryptamine (256 mg) dissolved in water (9 ml) are successively added hydrochloric acid (0.1 ml) and 1,1,2-trimethoxyethane (0.17 ml). The mixture is heated at reflux for 3 h. The medium is then diluted with hydrochloric acid solution (0.5 N, 40 ml). The aqueous phase is washed with ethyl acetate and then treated with 30% sodium hydroxide solution until the pH is basic. The mixture is then extracted three times with chloroform. After evaporation, 1-(2-oxo)propyl-6-methoxy-1,2,3,4-tetrahydro-beta-carboline is obtained.

According to the analysis of related databases, 24332-20-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cemaf; Laboratories Besins Iscovesco; US6048868; (2000); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 162705-07-9, 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. 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of the appropriate piperidine (pyrroline) nitroxyl acids (0.5 mmol), compound 3 (0.5 mmol) and DMAP (20 mg) was stirred in anhydrous CH2Cl2 (20 mL) for 5 min at room temperature under nitrogen. DCC (106 mg, 0.5 mmol) was added and the mixture was stirred for 24 h. The reaction mixture was filtered and the filtrate was evaporated. The residue was subjected to column chromatography on silica gel with CH2Cl2-acetone to afford target compounds 14a-d, and their structures were confirmed from mp, IR, ESR and HRMS analyses.

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, (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Ying-Qian; Li, Xiao-Jing; Zhao, Chun-Yan; Nan, Xiang; Tian, Jing; Morris-Natschke, Susan L.; Zhang, Zhi-Jun; Yang, Xiao-Ming; Yang, Liu; Li, Lin-Hai; Zhou, Xing-Wen; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry; vol. 21; 5; (2013); p. 1248 – 1256;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 645-36-3, name is 2,2-Diethoxyethanamine, molecular formula is C6H15NO2, 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. Recommanded Product: 645-36-3

The 2,2-Diethoxy-ethylamine (1852.5 g; 1.00 equiv; 13.63 moles), 3,5-dichloro-benzaldehyde (2453 g; 1.00 equiv; 13.60 moles), and Toluene (12 L) is charged to a 22 L flask equipped with a Dean Stark trap, condenser, nitrogen inlet, overhead stirring, and thermocouple. The light yellow reaction is warmed to reflux. Solvent begins distilling at 88 C. A total of 650 mL distillate (240 mL of water) is collected. The temperature is increased to 114 C. during the distillation. NMR after 2 hr at reflux shows the product. The heat is shut off after 2.5 hr. The solution is gravity filtered into a carboy through fluted filter paper to remove a few particulates (including a small section of glass tubing, which is most likely from the 3,5-dichloro-benzaldehyde). The filtered solution is concentrated using Buchi flask with the water bath set at 45 C. Once the solvent stops coming over, the temperature is increased to 70 C. with full vacuum and held for 1.5 hr to remove any residual toluene. The weight of (3,5-Dichloro-benzylidene)-(2,2-diethoxy-ethyl)-amine is 4059.3 g (102.9% of theory). Mass Spectrum (LCMS) m/z=291.2) (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 645-36-3, its application will become more common.

Reference:
Patent; Joseph, Sajan; Li, Renhua; Myers, Michael Ray; Aburub, Aktham; Dai, Jenny Pingqi; Schmid, Christopher Randall; US2009/221633; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 29026-74-2, 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. 29026-74-2 name is 2-Isopropoxyaniline, 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: Ethyldiisopropylamine (EDIPA) (0.326 mL, 1 .87 mmol, 1 .0 eq) was added to a solution of 2-(2-chloroethanamido)benzoic acid (0.400 g, 1 .87 mmol) at 25C in dioxane (10 mL) and stirred for 2 minutes before the dropwise addition of phosphorous trichloride (0.309 mL, 2.25 mmol, 1 .2 eq). After 5 minutes of stirring, O-isopropoxyaniline (0.31 1 g, 2.06 mmol, 1 .1 eq) was added, and the resulting mixture was heated to 70C and stirred for an additional 6 hours. Upon completion, the reaction was carefully quenched with saturated aqueous NaHC03, diluted with water, and extracted 3 times with EtOAc. The combined organic layers were dried (Na2SO4), concentrated, and the crude material was purified by combi flash 0 to 50% EtOAc in hexanes to provide 2-(chloromethyl)-3-(2-isopropoxyphenyl)quinazolin-4(3H)-one (333 mg, 54% yield).1H NMR (400 MHz, CDCI3): delta 8.32 p.p.m. (m, 1H), 7.89 (m, 1H), 7.54 (m, 1H), 7.38 (dd, J1=7.7, J2=1.6, 1H), 7.11 (m, 1H), 4.58 (hept, J= 1.5 Hz, 1H), 4.38 (d, J=12 Hz, 1H), 4.19 (d, J=12 Hz, 1H), 1.26 (d, J=6.1, 3H), 1.17 (d, J=6.1, 1H), 13C NMR (125 MHz): delta 161.6, 153.0, 152.4, 147.2, 134.5, 131.1, 130.8, 127.6, 127.5, 127.3, 125.3, 121.4, 121.0, 114.3, 71.2, 43.7, 22.2, 21.8; HRMS (m/z): [M+] calculated for C18H17CIN2O2 328.79, found 329.1

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

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; STOCKWELL, Brent R.; WELSCH, Matthew; YANG, Wan Seok; WO2014/11973; (2014); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 450-88-4, These common heterocyclic compound, 450-88-4, name is 1-Bromo-4-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.

15 g of 1-bromo-4-fluoro-2-methoxybenzene obtained by Production example 89 was dissolved in 150 mL of 1-methyl-2-pyrrolidone, added with 9.9 g of copper cyanide (I), and stirred at 180C for 5 hours. After allowing to cool, the reaction solution was poured into 500 mL of 14% ammonia aqueous solution, stirred for 45minutes, then added with 150 mL of diethyl ether, and stirred for another 10 minutes. After filtering off the insoluble substances through Celite, the solution was extracted with diethyl ether. The organic layer was washed with diluted aqueous ammonia, 5N hydrochloric acid, water and saturated brine, and dried over magnesium sulfate. The solvent was evaporated, to afford 10.1 g of the title compound as white crystals.1H-NMR ( 400 MHz, CDCl3 ) delta 3.93 ( 3H, s ), 6.67 – 6.74 ( 2H, m ), 7.54 ( 1H, dd, J = 6.0, 8.4 Hz )

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

Reference:
Patent; Eisai Co., Ltd.; EP1510516; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 1535-75-7, name is 2-(Trifluoromethoxy)aniline, molecular formula is C7H6F3NO, 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: C7H6F3NO

Step (1) Preparation of 2-Trifluoromethoxyphenylhydrazine Hydrochloride A solution of o-trifluoromethoxyaniline (1.77 g, 10 mmol) in cold, concentrated HCl (11.6 mL) was diazotized at -5 C. (internal temperature) with a solution of NaNO2 (0.69 g, 10 mmol) in water (11 mL). After 15-20 minutes the mixture was treated portionwise with a cold (0 C.) solution of tin (II)chloride dihydrate (4.5 g, 20 mmol) in concentrated HCl (4 mL). Stirring was continued for another 3 hours with the ice bath warming to room temperature after one hour. The suspension was recooled, basified with 50% NaOH (to pH 14) and extracted with ether. The extracts were washed with 1N NaOH, water and brine, dried (MgSO4) and acidified with an excess of ethereal HCl. Removal of the solvent in vacuo yielded the title compound as an off-white solid (2 g, 88%). It was used without further purification. NMR (DMSO-d6, 400 MHz): delta7.03 (m, 1H, ArH), 7.18 (d, J=7.5 Hz, 1H, ArH), 7.34 (m, 2H, ArH), 8.40 (s, 1H, NH). MS (EI, m/z): 197 (M)+, 77 (b.p.).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1535-75-7, its application will become more common.

Reference:
Patent; American Home Products Corporation; US4960902; (1990); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem