Tag: M.W=200-300

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. 14804-31-0, name is 4-Bromo-1-methoxy-2-methylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Bromo-1-methoxy-2-methylbenzene

4-[1-(3-Bromo-phenyl)-vinyl]-1-methoxy-2-methyl-benzene Tetrahydrofuran (5 mL) was added to magnesium turnings (330 mg, 13.56 mmol) in a dried apparatus consisting of 250 mL 3-necked flask, addition funnel and reflux condenser. Then 5 mL of a solution of 4-bromo-2-methylanisole (2.5 g, 12.43 mmol) in tetrahydrofuran (15 mL) was added, followed by a drop of bromine. The exothermic reaction started instantaneously, and the 4-bromo-2-methylanisole solution was added at such a rate to maintain gentle reflux of the reaction mixture (25 min). After complete addition, the light-brown hazy Grignard solution was stirred for another 2 h at 40 C. The mixture was then cooled to 0 C. and a solution of 3-bromoacetophenone (1.42 mL, 11.3 mmol) in tetrahydrofuran (15 mL) was added dropwise over 30 min. After the addition was complete, the mixture was stirred overnight, followed by cooling in an ice bath and careful quenching with 0.5 N cold HCl. After further dilution with ethyl acetate (100 mL) and water (100 mL), the layers were separated and the aqueous layer extracted once more with ethyl acetate (50 mL). The organic layer was dried (magnesium sulfate), filtered and evaporated under reduced pressure. The residual material (tertiary alcohol) was dissolved in a mixture of acetic acid/sulfuric acid (4 mL of acetic acid, 0.12 mL of sulfuric acid) and the reaction mixture was stirred for 3 h at room temperature; then it was examined by LC-MS which showed the complete formation of desired product. The solution was quenched with ice and dichloromethane (20 mL) was added. The two phases formed and were separated. The organic layer was washed with a saturated solution of sodium bicarbonate and brine. It was then dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. Crude was purified by flash chromatography eluding with cyclohexane. 1.9 g of desired product was obtained as colorless oil (Yield: 55%). Mass (calculated) C16H15BrO [303] M-H+ not observed LC Rt=3.05 min (5 min method) 1H-NMR (CDCl3): 2.23 (s, 3H); 3.86 (s, 3H); 5.35 (s, 1H); 5.43 (s, 1H); 6.80 (m, 1H); 7.13 (m, 2H); 7.21 (m, 1H); 7.28 (m, 1H); 7.46 (m, 1H); 7.53 (m, 1H)

The synthetic route of 14804-31-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Andreini, Matteo; Gabellieri, Emanuele; Guba, Wolfgang; Marconi, Guido; Narquizian, Robert; Power, Eoin; Travagli, Massimiliano; Woltering, Thomas; Wostl, Wolfgang; US2009/209529; (2009); A1;,
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Related Products of 89521-55-1, These common heterocyclic compound, 89521-55-1, name is 3-(Benzyloxy)benzene-1,2-diamine, 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.

To a stirred solution of 3-(benzyloxy)benzene-1,2-diamine 4g (4.67 mmol) in xylenes (10 mL), 2-(4-hydroxyphenyl) acetic acid (9.34 mmol) and boric acid (0.46 mmol) were added. The resulting solution was refluxed for 48 h. After cooling to room temperature, the reaction was concentrated under reduced pressure and diluted with EtOAc. The organic phase was washed with saturated NaHCO3 solution, dried over anhydrous Na2SO4 and then concentrated under reduced pressure. The residue was purified by flash silica gel (230-400 mesh) column chromatography to afford the title compounds 6g. Yield 22%; White solid; mp 105-109 C; IR (neat) 3400-2600 (br., peak), 2921, 2850, 1594, 1515, 1442, 1245, 1172,1098, 1022, 837, 784, 732; 1H NMR (300 MHz, Methanol-d4) delta 7.46-7.57 (m, 2H), 7.26-7.40 (m, 3H), 7.06-7.14 (m,4H), 6.75-6.80 (m, 1H), 6.68-6.74 (m, 2H), 5.23 (s, 2H),4.08 (s, 2H); 13C NMR (100 MHz, Methanol-d4) delta 157.7,155.3, 149.1, 138.9, 131.0, 129.7, 129.4, 129.2, 129.1,124.1, 116.8, 116.7, 108.8, 105.7, 71.6, 35.2; HRMS (ESI) Calcd for C21H18N2O2 [M + H]+ 331.1446, found 331.1471.

The synthetic route of 89521-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Boggu, Pulla Reddy; Venkateswararao, Eeda; Manickam, Manoj; Kim, Youngsoo; Jung, Sang-Hun; Archives of Pharmacal Research; vol. 40; 4; (2017); p. 469 – 479;,
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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. 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1,1-Di-tert-butoxy-N,N-dimethylmethanamine

Following the general procedure of Tagat (Tagat, J.R.; McCombie, S.W.; Nazareno, D.V.;Boyle, CD.; Kozlowski, J.A.; Chackalamannil, S.; Josien, H.; Wang, Y.; Zhou, G. J. Org. Chem. 2002, 67, 1171-77), a suspension of the bromo acid x (3.0 g, 12.0 mmol) in toluene (18 mL) was heated at 80 0C. To this reaction mixture was added dropwise N,N- dimethylformamide i-tert-butyl acetal (10.0 mL, 42 mmol), and the resulting mixture was heated for an additional 30 min. It was cooled to it, washed with water, saturated aqueous NaHCO3, brine, dried (Na2SO4), filtered, and concentrated in vacuo to afford 2.87 g (78%) of f-butyl ester k_l as a yellow oil, which was carried on without further purification.

The synthetic route of 36805-97-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; WO2006/69063; (2006); A1;,
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Electric Literature of 36805-97-7, These common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, 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) 2,6-Dichloro-isonicotinic acid (11.2 g, 57.1 mmol) is suspended in toluene (150 mL) at 80 C. and then treated with N,N-dimethylformamide di-tert.-butyl acetal (50 mL, 209 mmol). The dark mixture is stirred at 80 C. for 12 h, then at rt for 16 h. The dark solution is diluted with diethyl ether (400 mL), washed with sat. aq. NaHCO3 solution (3*100 mL), dried over Na2SO4, filtered and concentrated. The crude product is purified by MPLC on silica gel eluting with a gradient of EA in heptane to give 2,6-dichloro-isonicotinic acid tert.-butyl ester (14.2 g) as a brownish oil which slowly solidifies; LC-MS: tR=1.05 min; 1H NMR (D6-DMSO): delta 1.56 (s, 9H), 7.85 (s, 2H).

The synthetic route of 36805-97-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Mueller, Claus; Nayler, Oliver; Steiner, Beat; Velker, Jorg; US2011/212998; (2011); A1;,
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Application of 60789-54-0, 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 60789-54-0 as follows.

Norspermidine (20) was reacted with benzyl 4-bromobutyl ether (21,1. 2 equiv) over a day at room temperature in the presence of 1.4 equivalents of cesium hydroxide monohydrate and 4 A molecular sieves in DMF to give 22. The amino groups were protected using di (t-butyl) dicarbonate in aqueous tetrahydrofuran (THF) to give 23. Calcium in ammonia and THF efficiently generated alcohol 24.

According to the analysis of related databases, 60789-54-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2005/23310; (2005); A2;,
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Adding a certain compound to certain chemical reactions, such as: 1462-37-9, name is ((2-Bromoethoxy)methyl)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 1462-37-9, Quality Control of ((2-Bromoethoxy)methyl)benzene

To a suspension of NaH (688 mg, 27.8 mmol) in THF (80 mL) was added diethyl malonate (7.45 g, 46.5 mmol) dropwise. Then ((2-bromoethoxy)methyl)benzene (5 g, 23.2 mmol) was added. The reaction was heated to 90 ¡ãC for 5 hours. After cooling to room temperature, the mixture was diluted with EtOAc (50 mL), washed with water (50 mL x 2), dried over anhydrous Na2S04 and concentrated under vacuum. The crude residue was purified by silica gel chromatography eluting with a gradient of 10percent – 30percent EtOAc/hexanes to afford diethyl 2-(2-(benzyloxy)ethyl)malonate (6.6 g, 22.5 mmol, 81percent yield) as a colorless oil.

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; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Jinhua; DING, Charles Z.; DRAGOVICH, Peter; FAUBER, Benjamin; GAO, Zhenting; LABADIE, Sharada; LAI, Kwong Wah; PURKEY, Hans Edward; ROBARGE, Kirk; WEI, Binqing; ZHOU, Aihe; WO2015/140133; (2015); 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. 3401-47-6, name is 1-Bromo-2-methoxynaphthalene, A new synthetic method of this compound is introduced below., Product Details of 3401-47-6

(A) 2-Acetyl-5-bromo-6-methoxy-naphthalene (Compound V) A suspension of 43 g of anhydrous AlCl3 and 24.6 g (0.313 mole) of acetyl chloride in 200 ml of 1,2-dichloroethane at 10 C. was cooled to 0 C. and added dropwise under stirring with a solution of 59.25 g (0.250 mole) of 1-bromo-2-methoxy-naphthalene in 150 ml of 1,2-dichloroethane. The resulting solution was stirred for 15 minutes then poured into a cold solution of 300 ml of water and 100 ml of 2 N hydrochloric acid. The organic phase was separated, washed first with 100 ml of 1 N hydrochloric acid and then with 100 ml of water, dried under vacuum and the obtained residue was crystallized from 2-butanol. Yield 68.11 g (98%).

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; Alfa Chemicals Italiana S.p.A.; US4423244; (1983); A;,
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Related Products of 607-58-9, These common heterocyclic compound, 607-58-9, name is 1-(Benzyloxy)naphthalene, 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.

Palladium acetate (3.4 mg, 0.015 mmol, 5 mol%) and sodium hydride (60% in oil, 18 mg, 0.45 mmol, 1.5 equiv) were suspended in DMA (1.0 mL) under nitrogen.After stirring at 25 C for 5 minutes, a solution of Compound 1 (0.3 mmol) in DMA (0.5 mL) was added, followed by a reaction at 50 C for 5 hours.The reaction was stopped by adding ice water, the pH was adjusted to 3.5 with dilute hydrochloric acid, and extracted with ethyl acetate.Drying with sodium sulfate, rotary evaporation and purification by column chromatography gave product 2, yield 98%.

The synthetic route of 607-58-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Soochow University (Suzhou); Zhang Shilei; Liu Ye; Mao Yujian; Gui Jingjing; Sun Wanwan; Wang Liudi; (15 pag.)CN108358760; (2018); A;,
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Related Products of 332-48-9, 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. 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 Compound No. 2 2-[1-[2-(4-Fluorophenoxy)ethyl]piperidin-4-ylamino]pyrimidine-4-carboxamide, hydrochloride. 2.1 8-[2-(4-Fluorophenoxy)ethyl]-1,4-dioxa-8-azaspiro-[4.5]decane. 21.91 g (0.1 mol) of 2-(4-fluorophenoxy)ethyl bromide, 14.32 g (0.1 mol) of 1,4-dioxa-8-azaspiro[4.5]decane and 20.73 g (0.15 mol) of potassium carbonate are introduced into 250 ml of 2-butanone and the mixture is heated at boiling for 7 hours. The mixture is cooled to room temperature, filtered, the insoluble material washed with 200 ml of ether and the solvents evaporated under reduced pressure. 29 g of a yellow oil are obtained which is used as it is in the following stage.

The chemical industry reduces the impact on the environment during synthesis 1-(2-Bromoethoxy)-4-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Synthelabo; US5246939; (1993); A;,
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Synthetic Route of 35822-58-3, 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. 35822-58-3, name is 2-Bromobenzaldehyde diethyl acetal, This compound has unique chemical properties. The synthetic route is as follows.

To a cooled solution of 5 g (1 9.3 mmol) of 1 -bromo-2-(diethoxymethyl)benzene in 40 mL of diethylether, are slowly added 12 mL (1 9.3 mmol) of a 1 .6 M solution of butyllithium. The reaction mixture is stirred at ambient temperature for 1 hr. After slow addition of 4.28 g (25 mmol) of chloro(dimethyl)phenylsilane, the reaction mixture is further stirred for 2 hrs at ambient temperature, then poured over a mixture of ice and 40 mL of 1 N HCI and stirred overnight. The watery layer is extracted with 2 x 50 mL of ethyl acetate. The organic layer is washed twice by a concentrated aqueous solution of NaCI and dried over magnesium sulfate to yield after concentration, 5.45 g of a yellow oil. Column chromatography on silica gel (gradient n-heptane/ethyl acetate) yields 4.65 g (100% yield) of 2-[dimethyl(phenyl)silyl]benzaldehyde as a colorless oil. (M+H = 241 ).

The chemical industry reduces the impact on the environment during synthesis 2-Bromobenzaldehyde diethyl acetal. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER CROPSCIENCE AG; CRISTAU, Pierre; DESBORDES, Philippe; ES-SAYED, Mazen; GROSJEAN-COURNOYER, Marie-Claire; LACHAISE, Helene; RINOLFI, Philippe; SCHMIDT, Jan-Peter; TSUCHYIA, Tomoki; VORS, Jean-Pierre; WO2013/156560; (2013); A1;,
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