Ethers-buliding-blocks

Application of 74654-07-2, 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. 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, This compound has unique chemical properties. The synthetic route is as follows.

Benzhydryl 2-chloroethyl ether (2 mmol) and mPEGn-NH2 (3 mmol) were dissolved in 10 ml of acetonitrile, and then sodium hydroxide (2 mmol) in water (1 mL) was added to the solution. The mixture was stirred at 100 C for 16 hours. Dichloromethane (200 ml) was added to the reaction mixture, and the resulting solution was washed with water (200 mL x 3). The organic phase was dried and solvent was removed under reduced pressure. The crude product was purified by column chromatography (SiO2: DCM/CH3OH, 20:1) or alternatively using flash chromatography on silica gel using CAN/H2O (40M C-18RP column, Biotage, Inc., Charlottesville, VA). The desired product of mPEGn-NH- diphenhydramine obtained in -70% yield and mPEGn-N-(diphenhydramine)2 was also obtained in 15% yield.

The chemical industry reduces the impact on the environment during synthesis 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NEKTAR THERAPEUTICS AL, CORPORATION; WO2008/112257; (2008); A1;,
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These common heterocyclic compound, 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, 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. Application In Synthesis of 1-Bromo-2-(2-bromoethoxy)ethane

A 500 mL round-bottom flask was charged with the product from Part E (29.1 g, 76 mmol), dimethylformamide (125 mL), 18-crown-6 (6 g, 22.8 mmol), potassium carbonate (31.5 g, 228 mmol), and 2-bromoethyl ether (11.7 mL, 83.5 mmol). The resulting mixture was heated to 60 C. with vigorous stirring for 44 hr. After cooling to room temperature, the reaction mixture was poured into 500 mL ice water. The mixture was then extracted with ethyl acetate (300 mL). Afterward, the organic layer was washed with brine (400 ml). The organic layer was then dried over magnesium sulfate, filtered, and concentrated in vacuo to form 40 g of a dark yellow oil. Purification via flash column chromatography on silica gel (3*6 inch column) afforded 30.2 g of a yellow oil product (88% yield). 1H NMR (CDCl3) delta 1.30 (m, 2H), 1.50 (s, 9H), 1.77 (m, 3H), 2.10 (dt, J=4.6, 12.6 Hz,2H), 2.31 (d, J=11.6 Hz, 2H), 2.94 (t, J=12.4 Hz, 2H), 3.25-3.33 (m, 4H), 3.77-3.84 (m, 2H), 3.95 (dd, J=4.2, 11.1, 2H), 4.48 (s, 2H), 7.25-7.35 (m, 5H); Electrospray mass spectrometry showed m/z=454 (M+H).

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

Reference:
Patent; Barta, Thomas E.; Becker, Daniel P.; Bedell, Louis J.; Boehm, Terri L.; Brown, David L.; Carroll, Jeffery N.; Chen, Yiyuan; Fobian, Yvette M.; Freskos, John N.; Gasiecki, Alan F.; Grapperhaus, Margaret L.; Heintz, Robert M.; Hockerman, Susan L.; Kassab, Darren J.; Khanna, Ish K.; Kolodziej, Stephen A.; Massa, Mark A.; McDonald, Joseph J.; Mischke, Brent V.; Mischke, Deborah A.; Mullins, Patrick B.; Nagy, Mark A.; Norton, Monica B.; Rico, Joseph G.; Schmidt, Michelle A.; Stehle, Nathan W.; Talley, John J.; Vernier, William F.; Villamil, Clara I.; Wang, Lijuan J.; Wynn, Thomas A.; US2005/9838; (2005); A1;,
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Electric Literature of 6346-09-4, A common heterocyclic compound, 6346-09-4, name is 4,4-Diethoxybutan-1-amine, molecular formula is C8H19NO2, 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.

Hexahydroindolizin-7(1H)-one (140): Prepared according to WO0000487A1, U.S. Pat. No. 5,874,427, WO0017198A1.

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; Maddaford, Shawn; Ramnauth, Jailall; Rakhit, Suman; Patman, Joanne; Renton, Paul; Annedi, Subhash C.; US2006/258721; (2006); A1;,
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588-63-6, name is (3-Bromopropoxy)benzene, 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. Formula: C9H11BrO

The 148mgNa dissolved in 20ml of absolute ethanol until complete dissolution, 6-(3,5-difluoro)benzyl-2-thiouracil 234mg (0.92mmol) and 1- (3-bromo-propoxy) benzene 297mg (1.38mmol) was added thereto, TLC the reaction was complete after stirring overnight at room temperature; column chromatography, P:E = 5:1,2:1,1:1, the final product was 222mg, as a white solid, a yield of 62.14percent

The synthetic route of 588-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Peking University; Zhang, Liang; FU, YUHONG; Qin, Hua; Wang, Xiao Wei; Liu, Jun Yi; (30 pag.)CN103864699; (2016); B;,
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Some common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, molecular formula is C4H9BrO, 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. name: 1-Bromo-2-ethoxyethane

General procedure: To a mixture of 1,2,4-triazole 1 (1 mmol), triethylamine (1.1 mmol)and ethanol (20 ml) was added with stirring bromoethanol (2), chloropropanol(3), chloroglycerol (4), 2,3-O-isopropylidene-1-O-(p-tolylsulfonyl)-glycerol (5), bromoethylmethyl ether (6) and/or bromoethylethylether (7) (1.1 mmol). The mixture was stirred at reflux for8 h with 2-4 and for 6 h with 5-7. Ethanol was removed under pressureand the resulting solid was collected and recrystallized from ethanol toafford the targeted S-acyclonucleoside analogues 8-13.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 592-55-2, its application will become more common.

Reference:
Article; Aouad, Mohamed Reda; Al-Mohammadi, Hannan Musallam; Al-blewi, Fawzia Faleh; Ihmaid, Saleh; Elbadawy, Hossein Mostafa; Althagfan, Sultan Saad; Rezki, Nadjet; Bioorganic Chemistry; vol. 94; (2020);,
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Application of 1112210-82-8, 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. 1112210-82-8 name is 1,3-Dibromo-5-isopropoxybenzene, 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.

To a stirred solution of l,3-dibromo-5-isopropoxy-benzene (500 mg, 1.70 mmol) in toluene (15 mL) w’ere added lH-pyrazole-4-carbaldehyde (179.77 mg, 1 87 mmol) and potassium phosphate tribasic anhydrous (722.05 mg, 3.40 mmol) and the reaction was degassed with N?. for 10 minutes. Copper (1) iodide (64.78 mg, 340.16 umol, 1 1.53 uL) and N,N’-dimethyl cyclohexane- 1 ,2-diamine (48.38 mg, 340.16 umol) were added to the reaction and the reaction was again degassed for 10 minutes. The reaction was heated to 130 C for 16 hours in a sealed tube at which point TLC confirmed the formation of product. The reaction was cooled and diluted with water and EtOAc. The organics was separated and aqueous part was extracted with EtOAc. The combined organics was washed with water and brine, dried over Na2S04, and concentrated to afford crude compound that was purified by combi-flash using 20-50% EtOAc in hexane to afford l-(3-bromo-5- isopropoxy-phenyl)-lH-pyrazole-4-carbaldehyde (190 mg, 583.84 umol, 34 33% yield, 95% purity, 000) as brown solid m/z = 309.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Dibromo-5-isopropoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; C4 THERAPEUTICS, INC.; VEITS, Gesine, Kerstin; HE, Minsheng; HENDERSON, James, A.; NASVESCHUK, Christopher, G.; PHILLIPS, Andrew, J.; GOOD, Andrew, Charles; (471 pag.)WO2019/191112; (2019); A1;,
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Electric Literature of 437-82-1, A common heterocyclic compound, 437-82-1, name is 2,6-Difluoroanisole, molecular formula is C7H6F2O, 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.

A mixture of 1,3-difluoro-2-methoxybenzene (2.5 g, 17.3 mmol) and ethyl succinyl chloride (4.29 g, 26 mmol) in 1,2-dichloroethane (25 mL) was cooled to 0 C. Aluminum chloride (8 g, 60.1 mmol) was added slowly at 0 C. then stirred at rt for 2 h and quenched with ice and aqueous 2N HCl at 0 C. The aqueous layer was extracted twice with methylene chloride and the combined organics were washed with brine, dried (Na2SO4), filtered, and concentrated to provide a crude product. The crude product was purified by ISCO (80 g silica gel column) chromatography using 8.5% EtOAc in hexane to furnish 4-(3,5-difluoro-4-methoxyphenyl)-4-oxo-butyric acid ethyl ester (2.9 g, 61%),

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; Cephalon, Inc.; US2008/27041; (2008); A1;,
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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. 588-96-5, name is p-Bromophenetole, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

Fumaronitrile (2.24 mmol) is added to a mixture of 4.27 mmol 4-bromo- phenetole, potassium acetate (5.6 mmol), tetrabutylammoniumbromide(2.45 mmol), palladium acetate (0.11 mmol) and DMF, and is kept under nitrogen atmosphere at room temperature. The mixture is heated at 8O0C under magnetic stirring for 3 days, then cooled to room temperature. Water is added and the mixture was partitioned with diethyl ether. The organic layer is washed with brine and water, dried with sodium sulfate, and the solvent is evaporated. The residue is the crude 2-(4-ethoxy-phenyl)-but- 2-enedinitrile, which may be expected to give -77% yield after purification. {Procedure based on: M. Moreno-Manas, R. Pleixats, A. Roglans, Synltt. 1997, 1157}.

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; MEMPILE INC.; WO2006/117791; (2006); A1;,
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Reference of 1174044-78-0, 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. 1174044-78-0, name is 4-(tert-Butoxy)cyclohexanamine hydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(a) 4-[3-[4-[(2-methylpropan-2-yl)oxy]piperidine-1-carbonyl]phenyl]methyl]-2H-phthalazin-1-one (71) To 20 ml vial was added 3-[(4-oxo-3H-phthalazin-1-yl)methyl]benzoic acid (1b) (50 mg, 0.178 mmol). To this was added N,N-dimethylacetamide (2 mL) and triethylamine (70 muL, 0.445 mmol). This mixture was allowed to stir for 5 mins before addition of O-benzotriazol-1-yl-N,N,N’,N’-tetra-methyluronium hexafluorophosphate, this solution was also allowed to stir for a further 5 minutes. A solution of 4-[(2-methylpropan-2-yl)oxy]piperidine hydrochloride (35 mg, 0.178 mmol) in N,N-dimethylacetamide (1 mL) and triethylamine (25 mul, 0.179 mmol) was then added and the reaction left to stir at ambient temperature for 2 hours before being purified by preparative HPLC to afford the desired compound; m/z (LC-MS, ESI+), RT=1.74 (M+H 420.4).

The synthetic route of 4-(tert-Butoxy)cyclohexanamine hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MENEAR, Keith Allan; Javaid, Muhammad Hashim; Gomez, Sylvie; Hummersone, Marc Geoffrey; Lence, Carlos Fenandez; Martin, Niall Morrison Barr; Rudge, David Alan; Roberts, Craig Anthony; Blades, Kevin; US2009/192156; (2009); A1;,
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Related Products of 20059-73-8, The chemical industry reduces the impact on the environment during synthesis 20059-73-8, name is 2-(4-(Aminomethyl)phenoxy)-N,N-dimethylethanamine, I believe this compound will play a more active role in future production and life.

EXAMPLE 7 N-[4-[2-(Dimethylamino)ethoxy]benzyl]-5-dimethylaminosulfonyl 2-methoxybenzamide To a cooled suspension of 3.20 g of 5-dimethylaminosulfonyl-2-methoxybenzoic acid in 10 ml of tetrahydrofuran were successively added dropwise 1.25 g of triethylamine and 1.34 g of ethyl chloroformate with stirring. The mixture was stirred at the same temperature for 30 minutes and then a solution of 2.00 g of 4-[2-(dimethylamino)ethoxy]benzylamine in 10 ml of tetrahydrofuran was added dropwise with stirring. The mixture was stirred at room temperature for 2 hours and the solvent was evaporated. Hydrochloric acid (10%) was added to the residue and the aqueous solution was washed with ethyl acetate. The aqueous layer was made alkaline with potassium carbonate and was extracted with ethyl acetate. The extract was dried and evaporated. The residue was washed with isopropyl ether to give 4.10 g of colorless crystals, which were recrystallized from a mixture of ethyl acetate and ether to give colorless needles, m.p. 99.5-100.5 C. Analysis for C21 H29 N3 O5 S: Calculated %: C, 57.91; H, 6.71; N, 9.65. Found %: C, 57.69; H, 6.82; N, 9.38.

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-(4-(Aminomethyl)phenoxy)-N,N-dimethylethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hokuriku Pharmaceutical Co., Ltd.; US4983633; (1991); A;,
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