Month: June 2021

Synthetic Route of 929-75-9, 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 929-75-9 as follows.

General procedure: The diamine 10 (1 equiv) in DCM solution (10 mL / mmol) was treated with Boc2O in default (0.15 equiv) for 5 h at 0 C and 18 h at room temperature. The organic phase was washed with water, until all the unreacted 10 was extracted. The Boc-protected compound 11 was quantitatively recovered after drying (MgSO4) and concentration under vacuum. 11a: 1H NMR (300 MHz, CDCl3): d 1.45 (s, 9H), 1.80 (br m, 2H, NH2), 3.25 (m, 2H), 3.38 (m, 2H), 3.50-3.70 (m, 8H), 5.10 (br s, 1H, NHCO2). 11b: 1H NMR (300 MHz, CDCl3): d 1.42 (s, 9H), 1.75 (br m, 2H, NH2), 2.84 (t, 2H, J = 5.3 Hz), 3.29 (m, 2H), 3.51 (m, 4H), 3.58 (sharp m, 8H), 5.30 (br s, 1H, NHCO2).

According to the analysis of related databases, 929-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Favre, Annaick; Grugier, Jerome; Brans, Alain; Joris, Bernard; Marchand-Brynaert, Jacqueline; Tetrahedron; vol. 68; 52; (2012); p. 10818 – 10826;,
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Related Products of 1462-37-9, The chemical industry reduces the impact on the environment during synthesis 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, I believe this compound will play a more active role in future production and life.

Methyl 1-(2-(benzyloxy)ethyl)-2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate To a suspension of NaH (14 mg of 60percent dispersion in mineral oil, 0.354 mmol) in DMF (2 mL), methyl 2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate (130 mg, 0.295 mmol) was added and the reaction mixture was stirred at rt for 15 min. Benzyl 2-bromoethyl ether (0.052 mL, 0.325 mmol) was then added, and the reaction mixture was stirred at rt overnight before being quenched by the addition of water. The resultant mixture was extracted with ethyl acetate (2*20 mL) and the organic layers were combined, washed with 1N HCl solution, and then dried (MgSO4), filtered and concentrated under vacuum. The residue was then purified by Prep. reverse phase HPLC to give the title compound as light yellow solid (83.5 mg, 49percent yield). MS m/z 575(MH+); 1H NMR (500 MHz, CDCl3) delta ppm 1.21-1.31 (m, 3 H) 1.69-1.90 (m, 7 H) 2.53 (m, 1 H) 3.65 (m, 1 H) 3.72 (m, 1 H) 3.92 (s, 3 H) 4.17 (m, 1 H) 4.27 (m, 1 H) 4.32 (s, 2 H) 5.21 (s, 2 H) 6.18 (t, J=6.87 Hz, 1 H) 7.07-7.12 (m, 2 H) 7.21-7.36 (m, 9 H) 7.41 (dd, J=6.71, 2.14 Hz, 1 H) 7.74 (dd, J=8.54, 1.22 Hz 1 H) 7.78 (m, J=8.55 Hz, 1 H) 8.12 (s, 1 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, ((2-Bromoethoxy)methyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hudyma, Thomas W.; Zheng, Xiaofan; He, Feng; Ding, Min; Bergstrom, Carl P.; Hewawasam, Piyasena; Martin, Scott W.; Gentles, Robert G.; US2006/46983; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 707-07-3, name is (Trimethoxymethyl)benzene, 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 707-07-3, name: (Trimethoxymethyl)benzene

A mixture of methyl 1-acetyl-oxindole-6-carboxylate of formula 3 (7.00 g), toluene (20 ml) and acetanhydride (9.8 ml) was stirred in a flask equipped with a small Vigreux column and adistillation adapter at 110C for 5 mm, producing a turbid orange-red solution. At the temperature of 110C, trimethyl orthobenzoate (12.4 ml) was added dropwise to the reaction mixture, followed by toluene (16 ml), by means of a syringe fitted with a needle reaching into the flask. The bath temperature was slowly increased to slowly distil the produced methyl acetate. After distilling for 4 h, the bath temperature was 125C and the distillate volume was6.5 ml. The reaction mixture was left to stand at 20C for 4 h and the crystallization of the product was completed in 2 h at 10C. The product was filtered off, washed with toluene and finally with a mixture of toluene and ethyl acetate (1: 1). The yield was 8.94 g (85%) of a beige powder

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, (Trimethoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ZENTIVA, K.S.; MECA, Ludek; (16 pag.)WO2017/16530; (2017); A1;,
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Application of 2216-69-5, 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. 2216-69-5, name is 1-Methoxynaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To the solution of anisole (0.50 g, 4.6 mmol), TBAB (0.75 g, 2.3 mmol), KBr (0.83 g, 6.9 mmol), ethyl acetate (3.0 mL) and water (0.050 g, 2.8 mmol) were added and stirred at room temperature. A solution of BTC (1.78 g, 6.0 mmol) in ethyl acetate (6.0 mL) was dropwised to the reaction mixture. After the reaction finished, the reaction mixture was washed with water (10 mL × 2) and evaporated. The product was obtained with 99% purity by HPLC. 1 H NMR (400 MHz, DMSO-d6, ppm): delta 7.46-7.42 (m, 2H), 6.78-6.76 (m, 2H), 3.74 (s, 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-Methoxynaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xu, Yingzhou; Hu, Dufen; Zheng, Hui; Mei, David; Gao, Zhaobo; Tetrahedron; vol. 75; 39; (2019);,
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Application of 27060-75-9,Some common heterocyclic compound, 27060-75-9, name is 1-Bromo-4-methoxy-2-methylbenzene, molecular formula is C8H9BrO, 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.

Preparation process: Select a 100ml round bottom flask, add substrate 4-1 (1eq.),Tetrakis (triphenylphosphine) palladium (5%) and solvent ethylene glycol dimethyl ether to water 2: 1 (0.1M), after stirring at room temperature for twenty minutes,Add 2,4,6-trimethylphenylboronic acid (1.1 eq.) And sodium carbonate (3 eq.) And heat to 90 C for 36 h under reflux.Cool to room temperature, extract 3 times with ethyl acetate, collect the organic phase, dry over anhydrous sodium sulfate, spin-dry column chromatography, and use petroleum ether to ethyl acetate 40: 1 as eluent.A pale yellow solid was obtained with a yield of 86%.

The synthetic route of 27060-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Jianuolin Optoelectric Technology Co., Ltd.; Hang Xiaochun; Yin Junli; Liu Ruqing; (57 pag.)CN110615787; (2019); A;,
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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 2752-17-2 as follows. Product Details of 2752-17-2

5LlO-l,2-HOPOBn; To a solution of l ,2-HOPO(Bn)-thiazolide (644 mg, 2.1 mmol) in dry methylene chloride (20 mL), was added neat 5LIO-amine ( 104 mg, 1.0 mmol). The mixture was stirred overnight, after which time the solvent was removed and the residue was loaded onto a flash silica column. Elution with 2-6% methanol in methylene chloride allowed for the separation and isolation of the benzyl-protected 5L1O- 1 , 2-HOPO(Bn) to give a pale yellow oil (447 mg. 85 % based on amine). [0251] 1 H NMR (500MHz, CDCl3): delta 3.22(s, 8H, CH2), 5.24(s, 4H, benzyl CH2), 6.26(dd, J= I, .2 Hz, 2H, HOPO H), 6.3 l (d, 2H, J = 9.0 Hz, HOPO H), 7.24(dd, 2H, J= 9.0, 2 Hz, ArH), 7.26-7.45(m, 12H, ArH), 7.74(s,br, 2H, amideH). 1 3C NMR ( 125 MHz, CDCI3): delta 38.8, 68.1 , 78.2, 104.7, 121.7, 127.7, 128.3, 129.0, 132.9, 138.3, 143.2, 157.8, 160.0. MS(FAB+): 559.2 (MH ‘).

According to the analysis of related databases, 2752-17-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2008/8797; (2008); A2;,
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Adding a certain compound to certain chemical reactions, such as: 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, 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 52189-63-6, name: 1-Fluoro-3,5-dimethoxybenzene

Synthesis of 1-(2-fluoro-6-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone To 1,2-dichloroethane (40 mL) were added anhydrous aluminum chloride (4.27 g) and zinc chloride (436 mg), followed by stirring 15 min. Under ice-cooling, a solution of 1,3-dimethoxy-5-fluorobenzene (5 g) in 1,2-dichloroethane (15 mL) was added. The mixture was cooled to -10 C. and 4-methoxyphenylacetyl chloride (4.9 mL) in dichloroethane (10 mL) was added drop-wise. The mixture was stirred 30 min at -10 C., and 1 h at room temperature and then heated to reflux for 2 h. The mixture was cooled at 0 C., poured carefully into ice-water and extracted twice with dichloromethane. The dichloromethane layer was dried over MgSO4 and evaporated in vacuo to give the title compound (9.1 g); 1H NMR (CDCl3): 13.23 (s, 1H), 7.17 (d, 2H, J=8.4 Hz), 6.88 (d, 2H, J=8.4 Hz), 6.24 (d, 1H, J=2.1 Hz), 6.18 (dd, 1H, J=13.8 Hz, J’=2.1 Hz), 4.20 (d, 2H, J=3.9 Hz), 3.82 (s, 3H), 3.80 (s, 3H); MS: 291 (MH+); containing 1-(4-fluoro-2-hydroxy-6-methoxyphenyl)-2-(4-methoxyphenyl)ethanone as a by-product. 1H NMR (CDCl3): 13.62 (s, 1H), 7.2-6.0 (6H), 4.29 (s, 2H), 3.90 (s, 3H), 3.81 (s, 3H).

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; Barlaam, Bernard; Folmer, James J; Piser, Timothy M; US2004/39015; (2004); A1;,
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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. 62257-15-2, name is 2-Fluoro-5-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 62257-15-2

E. Preparation of N-benzyl-2-fluoro-5-methoxyaniline This procedure was patterned after that of Tietze and Grote, Chem Ber. 126(12), 2733 (1993). A solution of 2.73 g of 2-fluoro-5-methoxyaniline and 2.67 g of benzaldehyde in 48 ml of methanol was treated with 3.43 g of zinc chloride and then cooled in an ice bath. Sodium cyanoborohydride (1.58 g) was added in small poroom temperature ions over 30 minutes and the reaction was stirred for five hours at room temperature. After evaporation of the solvent, the residue was slurried in 40 ml of 1 N sodium hydroxide solution and then extracted twice with ether. The extracts were washed with water and then with brine, dried over magnesium sulfate and concentrated. The residue was recrystallized from hexane to afford 2.61 g and the mother liquors were chromatographed on silica gel using 20:1 hexane/ether to afford another 1.4 g of the subtitle compound (90%). mp. 56-58 C. Elemental Analyses Calculated: C 72.71; H 6.10; N 6.06 Found: C 72.51; H 6.06; N 5.99

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 62257-15-2.

Reference:
Patent; Eli Lilly and Company; US6177440; (2001); B1;,
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Related Products of 1978-39-8, These common heterocyclic compound, 1978-39-8, name is 5-Fluoro-2-methoxyaniline, 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 suspension of 5-fluoro-2-methoxy-phenylamine (3.3 g, 23 mmol), 3-oxo-butyric acid ethyl ester (3.0 g, 23 mmol), acetic acid (120 muL), and drierite (12.0 g) in ethanol (20 mL) was heated to reflux for 5 d. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated in vacuo and purified by flash chromatography on silica gel (elution with EA/hexane 1 :3) to give crude 3-(5-fluoro-2-methoxy-phenylamino)-but-2- enoic acid ethyl ester.

Statistics shows that 5-Fluoro-2-methoxyaniline is playing an increasingly important role. we look forward to future research findings about 1978-39-8.

Reference:
Patent; JERINI AG; WO2008/116620; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem