Tag: M.W=100-200

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. 711-01-3, name is Methyl adamantane-1-carboxylate, A new synthetic method of this compound is introduced below., Safety of Methyl adamantane-1-carboxylate

In the 10mL single-mouth bottle,Nitrogen protection,97.1 mg (0.50 mmol) of compound 1k is added,2.5mL hexane,105.9 mg (2.25 mmol) deuterated ethanol (EtOD),129.3 mg (2.25 mmol) of sodium reagent (40 wt% dispersion in mineral oil,Particle size 5-10mum),Stir for 5 min at 0C.Rise to room temperatureThe reaction was quenched with 3.0 M aqueous hydrochloric acid.Add ether and saturated brine to extractThe organic phase is dry,Concentrate, column chromatography,79.9 mg of the target compound, 4 gYield 95%.

The synthetic route of 711-01-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Agricultural University; An Jie; Lei Peng; Han Minhui; Ma Xiaodong; Wu Yufei; A Dila¡¤adijiang; Ding Yuxuan; (15 pag.)CN107445798; (2017); A;,
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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. 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: trans-Ethyl 4-hydroxycyclohexanecarboxylate

Step A) Ethyl 4-(tetrahydro-2H-pyran-2-yloxy)cyclohexanecarboxylatePyridinium-4-toluenesulfonate (2.57 g, 10.2 mmol) was added to a solution of ethyl 4-hydroxycyclohexanecarboxylate (8.8 g, 51.10 mmol) and 3,4-dihydro-2H-pyran (8.60 g, 102 mmol) in DCM (200 mL) and the reaction was stirred at rt for 16 h. The reaction was quenched with saturated aq NaHCO3. The layers were separated and the organic layer was washed with water. The organic layer was dried (Na2SO4), filtered, and concentrated. Purification via flash chromatography on a 200 g silica column using an eluent of EtOAc in hexanes (5-10percent) afforded the title compound as a clear oil (11.1 g, 85percent).

The synthetic route of 3618-04-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc; US2012/232083; (2012); A1;,
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Related Products of 4934-99-0, A common heterocyclic compound, 4934-99-0, name is Methyl 3-hydroxycyclobutanecarboxylate, molecular formula is C6H10O3, 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.

Under N2 atmosphere, a solution of methyl 3-hydroxycyclobutanecarboxylate (7 g, 53.8mmol) in DCM (200 mL) was cooled to -78 oc and DAST (35 mL, 265 mmol, 1.22 g/mL) wasadded. The mixture was stirred at -78 C for 1 h, and the reaction was allowed to warm tort andstirred overnight. The reaction mixture was quenched with H20 (50 mL) at 0 C, and extractedwith DCM (200 mL x 3). The combined organic layers were dried over anhydrous Na2S04, andthen concentrated in vacuo to give the title compound as brown oil (7 g, yield 98.5%). 1HNMR (400 MHz, CDCh) 8 (ppm): 3.70 (s, 3H), 3.58 (q, J= 7.2 Hz, 1H), 3.15-3.10 (m, 1H),2.85-2.76 (m, 1H), 2.54-2.41 (m, 3H);19F NMR (376 MHz, CDCh) 8 (ppm): -151.8.

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; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; DAI, Weilong; XI, Ning; LI, Minxiong; ZHANG, Tao; LI, Xiaobo; HU, Haiyang; CHEN, Wuhong; WANG, Tingjin; LIU, Jun; (188 pag.)WO2017/48675; (2017); 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. 23426-63-3, name is Methyl 2-bromo-2-methylpropanoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H9BrO2

Step B; 2,5-Dimethyl-4-thiocyanato-phenol 72 (5.75 g, 32.1 mmol) is dissolved in acetonitrile (25 mL). Powdered cesium carbonate (15.32 g, 47.0 mmol) is added. Then 2- bromo-2-methyl-propionic acid methyl ester (4.50 mL, 34.8 mmol) is added and the mixture is stirred at 6O0C for 18 h. Filtration and concentration, followed by silica gel chromatography (0-50% ethyl acetate in hexanes) yielded 2-(2,5-dimethyl-4-thiocyanato- phenoxy)-2-methyl-propionic acid methyl ester 73 as an oil: 1H-NMR (400 MHz, CDCb) (rotamers are present; the data given is for the most abundant isomer) delta = 7.39 (s, IH), 6.50 (s, IH), 3.78 (s, 3H), 2.42 (s, 3H), 2.20 (s, 3H), 1.62 (s, 6H). MS calcd. for Ci4HnNNaO3S (MH-Na+) 302.1 , found 302.1.

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 23426-63-3.

Reference:
Patent; IRM LLC; WO2007/56497; (2007); A1;,
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Electric Literature of 144267-96-9, A common heterocyclic compound, 144267-96-9, name is Ethyl 3,4-difluorobenzoate, molecular formula is C9H8F2O2, 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 solution of the respective phenol and the benzoate derivative or, respectively, the carboxylic acid derivative of an aromatic 6-membered heterocycle having 1 or 2 N-atoms, as defined in connection with formula (I), or their substituted derivatives in an appropriate solvent, preferably a polar aprotic solvent, most preferably DMSO, and preferably under addition of anhydrous K2C03 , was stirred at a temperature between 80C and 120C depending on the substrate until the limiting reactant was fully converted. The reaction was guenched by addition of water, extracted with organic solvent (preferably Et20, EtOAc and DCM depending on the substrate). The combined organic layers were washed with sat. agueous NaCI solution, dried over Na2S04 and evaporated to dryness under reduced pressure. The crude product was purified by flash column chromatography to give the desired biarylether. (V138) General procedure A: Ethyl 3,4-difluorobenzoate (348 mg, 1.87 mmol, 1.00 eguiv), 4-(tert- butyOphenol (336 mg, 2.24 mmol, 1.20 eguiv) and K2C03 (388 mg, 2.80 mmol, 1.50 eguiv) in DMSO (2 ml_) were stirred at 100 C for 22 h. Purification by column chromatography (EtOAc/petroleum ether 1/40) gave the desired product as colourless oil (451 mg, 1.43 mmol, 76%); HRMS (ESI) m/z calcd. for C19H2203F+ [M+H]+ 317.1547, found: 317.1549; NMR (400 MHz, Chloroform-cO delta 7.85 (dd, J = 11.2, 2.0 Hz, 1H), 7.80 – 7.73 (m, 1H), 7.42 – 7.35 (m, 2H), 7.02 – 6.94 (m, 3H), 4.37 (q, J = 7.1 Hz, 2H), 1.39 (t, J = 7.1 Hz, 3H), 1.33 (s, 9H).

The synthetic route of 144267-96-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL); REINMUELLER, Viktoria; ZHU, Jieping; (56 pag.)WO2017/158190; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 927-68-4, name is 2-Bromoethyl acetate, belongs to esters-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 927-68-4, name: 2-Bromoethyl acetate

After dissolving ethyl imidazole-2-carboxylate (200 mg, 1.43 mmol) in 5 ml of N,N-dimethylformamide and adding cesium carbonate (931 mg, 2.85 mmol) for 0.5 h,Add 2-bromoethyl acetate (385mg, 2.14mmol), warm to 80 for 2h, complete the reaction by TLC, stop the reaction, cool to room temperature, dilute with water,Extract with ethyl acetate (3¡Á20 ml), combine the organic layers, wash with saturated brine, dry over anhydrous sodium sulfate, filter and concentrate to obtain crude product.Purified by column chromatography (PE: EA=3: 1) to give a pale yellow liquid, ie compound1-(2-acetoxyethyl)-1H-imidazole-2-carboxylic acid ethyl ester 26b (300 mg, yield 92.8%).

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; Sichuan University; Li Guobo; Wang Zhenling; (36 pag.)CN111253317; (2020); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 379228-57-6, A common heterocyclic compound, 379228-57-6, name is Methyl 2-amino-4,6-difluorobenzoate, molecular formula is C8H7F2NO2, 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 solution of methyl 2-amino-4,6-difluorobenzoate (3 g, 16.0 mmol, 1.0 eq) in DMSO (5 mL) was added cyclopentanamine (2.73 g, 32.0 mmol, 2.0 eq) and the mixture was heated at 80 C. overnight. The mixture was cooled to RT, diluted with water (5 mL) and extracted with DCM (40 mL*2). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (Petroleum ether:DCM, 40:1, v/v to Petroleum ether:EtOAc, 30:1 to 20:1, v/v) to afford the title compound (863 mg, 21%) as a red solid. LCMS: [M+H]+ 253.1.

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; Ribon Therapeutics Inc.; Schenkel, Laurie B.; Vasbinder, Melissa Marie; Kuntz, Kevin Wayne; Swinger, Kerren Kalai; (179 pag.)US2019/194174; (2019); A1;,
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Synthetic Route of 685-88-1, These common heterocyclic compound, 685-88-1, name is Diethyl fluoromalonate, 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.

b) Fluoro[(phenylmethoxy)methyl]propanedioic acid, diethyl ester In a 500 ml. flask, sodium hydride (4.08 g., 102 mmole, 60% dispersion in mineral oil) was suspended in dry tetrahydrofuran (100 ml.). The suspension was cooled to -20C., and benzyl chloromethyl ether (18.6 ml., 134 mmole) was added via syringe. To the resulting mixture was added a solution of diethyl fluoromalonate (12 g., 67.4 mmole) in dry tetrahydrofuran (300 ml.) via addition funnel (rinsed with 5 ml. of solvent). The mixture was warmed to 0C. and stirred for 3 hours. Then, the mixture was warmed to room temperature and stirred for 1.5 hours. The mixture was cooled to 0C. and quenched with dry ethanol (20 ml.). The reaction solution was stirred at room temperature for 30 minutes, and then slowly poured into saturated ammonium chloride (300 ml.) at 0C. The mixture was diluted with diethyl ether (300 ml.) and separated. The aqueous layer was further extracted with diethyl ether (2 x 100 ml.), and the combined organic layers were washed with saturated aqueous sodium bicarbonate (2 x 100 ml.). The organic layer was dried over sodium sulfate, filtered, and the solvent was removed by rotary evaporation to afford 31 g. of a brown oil. Flash chromatography (16 – 20% ethyl acetate-hexane) afforded 18.8 g. of the title compound.

The synthetic route of 685-88-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E.R. SQUIBB & SONS, INC.; EP554025; (1993); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 18595-18-1, 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. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound (1b) 10.00 g (0.06 mol), cyanamide 5.08 g (0.12 mol),50 mL of ethanol was charged and the temperature was raised to 70 C. After dropping 7.12 g (0.07 mol) of concentrated sulfuric acid over 6 hours, the mixture was stirred under reflux for 2 hours.After the completion of the reaction, the reaction mass was cooled to 5 C., kept warm, filtered,Washed with 40 mL of ethanol. The obtained crystals were dried under reduced pressure,14.53 g (yield 93.7%) of 1/2 sulfate of the compound (2b) was obtained.LC area percentage 100%

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, Methyl 3-amino-4-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sumitomo Chemical Co., Ltd.; Kumazawa, Hiroharu; Nishimori, Nobuaki; Okura, Yuka; (15 pag.)JP2020/2108; (2020); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 431-47-0, name is Methyl 2,2,2-trifluoroacetate, molecular formula is C3H3F3O2, 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: 431-47-0

General procedure: Amixture of carbazole 5-h (0.68 mmol) and THF (15 ml)was stirred and treated by the addition of LiH (0.03 g,3.40 mmol) and methyl trifluoroacetate (0.26 g,2.03 mmol). The reaction mixture was stirred for 1.5-5 h at63, evaporated, and treated with cold 5% hydrochloricacid solution (20 ml). The precipitate was filtered off,washed with water, and then dried over P2O5.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 431-47-0, its application will become more common.

Reference:
Article; Pugachov, Dmitriy E.; Kostryukova, Tatiana S.; Zatonsky, Georgy V.; Vatsadze, Sergey Z.; Vasil?ev, Nikolai V.; Chemistry of Heterocyclic Compounds; vol. 54; 5; (2018); p. 528 – 534; Khim. Geterotsikl. Soedin.; vol. 54; 5; (2018); p. 528 – 534,7;,
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Ester – an overview | ScienceDirect Topics