Category: ethers-buliding-blocks

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. 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane, This compound has unique chemical properties. The synthetic route is as follows., name: 2-((Benzyloxy)methyl)oxirane

General procedure: In a typical procedure, an admixture comprising of a solid cata-lyst (20 mg), an aryloxy epoxide (1 mmol) and an amine (1 mmol)were taken in a 5 mL screw capped vial and stirred vigorously fora given time period (monitored by TLC) under solvent free con-dition. At the end of the reaction, products amino alcohols wereobtained as viscous liquids or solids. Therefore, the reaction mix-ture was repeatedly washed with methanol (3 mL) and centrifuged.Methanol from the combined organic layer was evaporated underreduced pressure to get crude amino alcohol. A small sample of thecrude product was subjected to HPLC to find out regioselectivity,while rest of the reaction mixture was subjected to flash columnchromatography (hexane/ethyl acetate, 90:10) to get the majorregioisomer in pure form. The purified product was characterizedby1H and13C NMR, FTIR, Microanalysis and characterization datafor all the ring opening products are given in supporting informa-tion. The residue obtained from centrifugation was dried in air (1 h)and then in oven at 100C for 3 h to get back the catalyst (>97%recovery) for further use.

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 2930-05-4.

Reference:
Article; Shah, Arpan K.; Prathap, K. Jeya; Kumar, Manish; Abdi, Sayed H.R.; Kureshy, Rukhsana I.; Khan, Noor-ul H.; Bajaj, Hari C.; Applied Catalysis A: General; vol. 469; (2014); p. 442 – 450;,
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Application of 1706-12-3, 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. 1706-12-3, name is 1-Methyl-4-phenoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

Example 1 (b) 4-(4-Methylphenoxy)benzenesulfonyl chloride {VIII-a: Z=CH3} To a solution of 1.84 g (10.0 mmol) of 4-methyldiphenyl ether (J. Chem. Soc., Perkin Trans. 1; 1992, 407-408, which article is entirely incorporated herein by reference) with 2 mL of dichloromethane in an ice-bath was added a solution of chlorosulfonic acid (0.73 mL, 11.0 mmol) in 2 mL of dichloromethane dropwise. The resulting mixture was stirred at 0 C. to room temperature for 2 hr, and then oxalyl chloride (11.14 mL, 13.0 mmol) was added dropwise, followed by 0.15 mL of DMF. The resulting mixture was heated to 40 C. for 1 hr and then allowed to cool to room temperature over a 2 hr period. The reaction mixture was poured into ice-pH 7 phosphate buffer (50 mL), then extracted with ethyl acetate:Hexane (4:3) (3*150 mL). The combined organic layers were washed with brine (75 mL). The aqueous layer was extracted with ethyl acetate/Hexane(4:3) (150 mL). The organic layer was dried over Na2SO4, then evaporated by vacuum to give crude product as white solid. This solid was triturated with hexane and collected by filtration, then dried under high vacuum to give 1.555 g (57%) of 4-(4-methylphenoxy)benzenesulfonyl chloride as white solid: mp 295-300 C. 1H-NMR (dMSO-d6) delta 2.34 (s, 3H), 6.91-6.99 (dd, J=7.7,8.4 Hz, 4H), 7.24-7.27 (d, J=8.4 Hz, 2H), 7.61-7.63 (d, J=8.1 Hz, 2H). Anal. calc. for C13H11O3SCl: C, 55.22; H, 3.92; S, 11.34; Cl, 12.71. Found: C, 55.06; H, 3.95; S, 11.28; Cl, 12.71.

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-4-phenoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Agouron Pharmaceuticals, Inc.; US1992; (2001); H1;,
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Electric Literature of 1535-75-7, These common heterocyclic compound, 1535-75-7, name is 2-(Trifluoromethoxy)aniline, 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.

General procedure: 1 mmol of amine, 0.07 mmol of Pd/C, 3 mmol of ZnO, 6 mL of distilled water and 6 mL of ethylene glycol were mixed manually inside a 20 mL Teflon flask. Then it was sealed into a steel autoclave and introduced in a preheated oven at 150 C for 24 h. The reaction mixture was cooled to room temperature, 25 mL of distilled water were added and the crude was filtered through a 0.2 mm Teflon filter. The reaction mixture was extracted with ethyl acetate3 15 ml and organic layers were combined, dried with Na2SO4, filtered and concentrated affording the reaction crude that was cheeked by NMR. Crude reaction was purified by chromatotron (1 mm, silica, from hexane to hexane/AcOEt 1:3) affording pure beta-amino alcohols.

Statistics shows that 2-(Trifluoromethoxy)aniline is playing an increasingly important role. we look forward to future research findings about 1535-75-7.

Reference:
Article; Llabres-Campaner, Pedro J.; Ballesteros-Garrido, Rafael; Ballesteros, Rafael; Abarca, Belen; Tetrahedron; vol. 73; 37; (2017); p. 5552 – 5561;,
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Adding a certain compound to certain chemical reactions, such as: 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, 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 2062-98-8, SDS of cas: 2062-98-8

General procedure: To a magnetic stirred solution of 15.6 g triethylamine (0.15 mol) and 10.10 g allyl alcohol (0.17 mol) in anhydrous chloroform (150 mL) in a dry three-neck flask, 74.90 g perfluoro-2,5-dimethyl-3,6-dioxa-nonanoyl fluoride (0.15 mol) were added dropwise over a period of 3 h under agitation at 0 C. The reaction mixture was stirred for a further 12 h, with the temperature of reaction mass being maintained at room temperature. Distilled water was added to extract the triethylammonium fluoride and the unreacted allyl alcohol at the end of the reaction. The chloroform layer was dried over anhydrous sodium sulfate, and the major portion of the chloroform was distilled off in the vacuum of a water-jet pump over water. Additionally, the crude product was obtained and distilled under reduced pressure to give the pure product.

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, Perfluoro(2-methyl-3-oxahexanoyl) fluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Shi, Xiang; Shi, Hongxin; Wu, Hongke; Shen, HaiMin; Research on Chemical Intermediates; vol. 44; 9; (2018); p. 5091 – 5105;,
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Related Products of 1535-75-7, 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 1535-75-7 as follows.

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.

According to the analysis of related databases, 1535-75-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhao, Xiao-Jing; Zhao, Jie; Sun, Xin; Liu, Ji-Kai; Wu, Bin; Tetrahedron; vol. 73; 25; (2017); p. 3463 – 3477;,
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Application of 22236-10-8, 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. 22236-10-8, name is 4-(Difluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1 To a solution of cis-4-hydroxycyclohexane carbonic acid 6 (6.14 g, 42.6 mmol) in N,N’-dimethylformamide (40 mL) were added 4-difluoromethoxyaniline 7 (5.12 g, 35.5 mmol), HOBt (691 mg, 5.11 mmol) and EDC hydrochloride (9.77 g, 51.1 mmol) at room temperature, and the mixture was stirred overnight at room temperature. The reaction solution was poured into 1N hydrochloric acid and extracted with ethyl acetate, and then the organic layer was washed with saturated aqueous sodium bicarbonate and dried over magnesium sulfate, and then a solvent was removed in vacuo. The residue was washed with diethyl ether to yield the desired amide compound 8 (7.10 g, yield 70%) as a colorless solid.

The synthetic route of 4-(Difluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIONOGI & CO., LTD.; US2012/4227; (2012); A1;,
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Electric Literature of 17715-69-4, 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. 17715-69-4, name is 1-Bromo-2,4-dimethoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of 4-methoxybromobenzene (2.67 mmol)and cyclopent-2-en-1-one (3.2 mmol) in DMSO was stirred at ambient temperaturefor 10 min under nitrogen, and treated with Na2CO3 (8.01mmol) and tri-tert-butylphosphonium tetrafluoroborate (0.53 mmol).The reaction mixture was degassed with nitrogen for 10 min and treated withPd(PPh3)2Cl2 (0.13 mmol) and X-Phos (0.26mol), and stirred at 100 0C for 12 h. The reaction mixture was cooledto ambient temperature, diluted with water, and extracted with AcOEt (3 x 50ml). The combined organic layers were washed with brine, dried over anhydrousNa2SO4, and evaporated. Flash chromatograph on silica gel(AcOEt:cyclohexane 1:3) provided the Heck coupling product as brown solid (340mg, 68percent).

The synthetic route of 1-Bromo-2,4-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gowala, Tarak Nath; Pabba, Jagadish; Tetrahedron Letters; vol. 56; 14; (2015); p. 1801 – 1804;,
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Electric Literature of 60789-54-0, The chemical industry reduces the impact on the environment during synthesis 60789-54-0, name is ((4-Bromobutoxy)methyl)benzene, I believe this compound will play a more active role in future production and life.

Reference Example 25 3-(4-Benzyloxybutoxy)-4-hydroxybenzaldehyde 3,4-Dihydroxybenzaldehyde(0.1g)and sodium hydride(60%, 0.064g) were suspended in N,N-dimethylformamide (2 mL), and to the reaction mixture was added benzyl 4-bromobutylether (0.185g) under ice-cooling. The mixture was stirred at room temperature for 17 hours. To the reaction mixture was added water, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by column chromatography on silica gel (ethyl acetate/hexane=1/3) to give the title compound (0.1g). 1H―NMR (CDCl3) delta ppm: 1.70-1.85 (2H, m), 1.90-2.05 (2H, m), 3.56 (2H, t, J=6.1Hz), 4.15 (2H, t, J=6.3Hz), 4.53 (2H, s), 6.42 (1H, s), 7.03 (1H, d, J=8.3Hz), 7.20-7.50 (7H, m), 9.81 (1H, s)

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-Bromobutoxy)methyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP1698635; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, 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 126-38-5, Recommanded Product: 1-Bromo-2,2-dimethoxypropane

A mixture of (R)-tert-butyl 3-((R)-(3-chlorophenyl)(hydroxy)methyl)piperidine- 1-carboxylate (0.2234 g, 0.68 mmol), 60% NaH (1.460 g, 36.5 mmol), and 1-bromo- 2,2-dimethoxypropane (7.760 g, 42.4 mmol) in THF (20 mL) was heated at 80 C for 3 d and then cooled to rt. The reaction mixture was then quenched with water, extracted with ethyl acetate (3x), and dried over Na2SO4. After the solvent was evaporated under reduced pressure, the crude product (R)-tert-buty 3-((R)-(3-chlorophenyl)(2,2- dimethoxypropoxy)methyl)piperidine-1-carboxylate was directly used in the next step without further purification.

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; VITAE PHARMACEUTICALS, INC.; WO2007/70201; (2007); 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. 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1-(Benzyloxy)-3-bromobenzene

Compound 2: A flask charged with compound 1 (2818 g, 10.71 mol), (3- fluorophenyl)boronic acid (1574 g, 11.25 mol), and Na2C03 (1135.1 g, 10.71 mol, 1 equiv) was evacuated and refilled with Ar for three times. Deionized water (5.6 L), DME (14 L) and Pd(PPh3)4 (123.8 g, 0.107 mol) were added sequentially. The resulting mixture was degassed and refilled with Ar for three times and then refluxed for 7 h. The suspension was filtered through Celite (500 g) plug. The filtrate was a two-phase mixture. The organic phase was separated. The aqueous phase was extracted with EtOAc (10 L). The combined organic extracts was dried over Na2S04 (3 kg), filtered and concentrated. Half of the crude product was purified by column chromatography (silica gel, eluting with 20% CH2Cl2 in hexanes) to give compound 2 (1040 g, 70% yield) as a white solid.

The synthetic route of 53087-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REATA PHARMACEUTICALS, INC.; JIANG, Xin; VISNICK, Melean; BENDER, Christopher, F.; BOLTON, Gary; CAPRATHE, Bradley; LEE, Chitase; (393 pag.)WO2019/222269; (2019); A1;,
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