Tag: M.W=100-200

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. 87661-20-9, name is tert-Butyl cyclopropanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of tert-Butyl cyclopropanecarboxylate

15.9 ml (1.15 equiv.) diisopropylamine were dissolved in 65 ml tetrahydrofuran and cooled to ca -10 C. 65 ml (1.08 equiv.) 1.6 M butyllithium solution in hexane were added over 25 min, maintaining the temperature between -10 C. and 0 C. After 50 nm in at ca. -5 C., the reaction mixture was cooled to -75 C. A solution of 15 g (96.7 mmol, 1 equiv., 92% w/w purity) cyclopropanecarboxylic acid tert-butyl ester in 20 ml tetrahydrofuran was added over 15 min keeping the temperature between -75 C. and -70 C. The reaction mixture was stirred 5 h at -75 C. (milky reaction mixture obtained after 2.5 h). A solution of 12.87 g (1.10 equiv.) allyl bromide was added over 20 min keeping the temperature between -75 C. and -60 C. The reaction mixture was stirred at -78 C. for 1 h, warmed to room temperature and stirred overnight. The reaction mixture was cooled to 0 C. 100 ml sat. aq. ammonium chloride solution were added followed by 30 ml water providing a clear biphasic mixture. The mixture was extracted 3 times with 50 ml tert-butyl methyl ether. The organic phases were combined, dried over sodium sulfate, filtered and concentrated under reduced pressure (40 C./20 mbar) to afford 16.44 g of crude product. The crude product was distilled (2 mbar; ca 40 C. distillation head temperature) to provide the title compound in ca 65% yield.

The synthetic route of 87661-20-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aebi, Johannes; Binggeli, Alfred; Green, Luke; Hartmann, Guido; Maerki, Hans P.; Mattei, Patrizio; Ricklin, Fabienne; US2009/23713; (2009); 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. 2459-25-8, name is Methyl 2-naphthoate, A new synthetic method of this compound is introduced below., Formula: C12H10O2

Under a nitrogen atmosphere,Dissolve 50 g of methyl naphthalene-2-carboxylate in 350 mL of tetrahydrofuran.In a three-necked flask, the temperature of the system was reduced to -10C with liquid nitrogen.A 2mol/L solution of lithium diisopropylamide in tetrahydrofuran was added to the reaction system, wherein the volume of lithium diisopropylamide was 173.6mL, and then the temperature was raised to 20C and kept warm for 3 hours and then lowered to -80C and 87g was added. 1,2-Dibromoethane was reacted at -80C for 0.5 h, then allowed to stand at room temperature. The reaction solution was poured into a mixture of 500 mL of ethyl acetate and 2000 mL of a 10% volume aqueous solution of hydrochloric acid.After stirring for 10 minutes, let stand for 0.5h and discard the lower aqueous phase.The organic layer obtained from the upper layer was dried with 40 g of anhydrous sodium sulfate for 0.5 h.After filtration, the filtrate was distilled under reduced pressure at 45 C and -0.08 MPa until no solvent flowed out.The crude product of 3-bromonaphthalene-2-carboxylic acid methyl ester was obtained 69 g ,The crude product was added to 517 mL of ethanol and heated to reflux at 45 C. for 2 h.Then it was cooled to 0C for 1 h, filtered, and the filter cake was dried at 50C for 2 h.Obtained 66.5 g of 3-bromonaphthalene-2-carboxylic acid methyl ester, yield 93.5%, purity >98%.

The synthetic route of 2459-25-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanxi Laite Optoelectric Materials Co., Ltd.; Liu Ruigang; Zhang Wen; Li Jian; Li Lingang; Xue Zhen; Wang Yalong; (7 pag.)CN107602381; (2018); A;,
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Related Products of 32864-38-3,Some common heterocyclic compound, 32864-38-3, name is tert-Butyl ethyl malonate, molecular formula is C9H16O4, 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 S3 (1.88 g, 10 mmol) in 30 mL of MeCN at 0 °C was added p-ABSA (3.6 g, 15 mmol) andEt3N (4.2 mL, 30 mmmol). After stirring the reaction mixture at 0 °C 1 h, the mixture was warmed up to rt andstirred for 13 h. The mixture was filtered through a pad of Celite and the filtrate was concentrated in vacuo. Thecrude product was purified by silica gel column chromatography (nhexane/AcOEt = 15/1) to give the titlecompound (1.93 g, 90percent) as a pale yellow oil.

The synthetic route of 32864-38-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; March, Taryn; Murata, Akihiro; Kobayashi, Yusuke; Takemoto, Yoshiji; Synlett; vol. 28; 11; (2017); p. 1295 – 1299;,
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Some common heterocyclic compound, 22286-82-4, name is Ethyl 2-phenylacrylate, molecular formula is C11H12O2, 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. Product Details of 22286-82-4

EXAMPLE 1 1-(2-Chlorophenyl)-4,5-dihydro-2[2-(imidazol-1-yl)-1-phenylethyl]imidazole A solution of ethyl 2-phenylprop-2-enoate (160 g, 0.45 mol), imidazole (36.7 g 0.54 mol) and tetramethylguanidine (2 g, 0.017 mol) in dry tetrahydrofuran (1 L) was heated at reflux temperature for 3 hours. The solvent was removed under reduced pressure and the residue was dissolved in dilute hydrochloric acid. The resulting aqueous solution was washed with ether, basified with dilute aqueous sodium hydroxide and extracted with chloroform. The organic phase was separated, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to yield ethyl 3-(imidazol-1-yl)-2-phenylpropanoate (90 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 22286-82-4, its application will become more common.

Reference:
Patent; G. D. Searle & Co.; US4661602; (1987); A;,
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Some common heterocyclic compound, 14062-29-4, name is Ethyl 2-(3-chlorophenyl)acetate, molecular formula is C10H11ClO2, 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. Product Details of 14062-29-4

EXAMPLE 20 6-(3-Chlorobenzyl)-1-(2-fluorophenyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one In analogy to the preparation of Example 9, 171 mg (73% of theory) of the desired product are obtained as a colourless solid starting from 0.15 g (0.66 mmol) of 5-amino-1-(2-fluorophenyl)-1H-pyrazole-4-carboxamide (Example 28A), 0.405 g (98% purity, 1.99 mmol) of ethyl (3-chlorophenyl)acetate and 0.132 g (3.32 mmol) of 60% sodium hydride. m.p.: 197 C. MS (ESI pos): m/z=355 (M+H)+ 1H-NMR (300 MHz, DMSO-d6):delta=3.95 (s, 2H), 7.2-7.7 (m, 8H), 8.3 (s, 1H), 12.5 (s, 1H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14062-29-4, its application will become more common.

Reference:
Patent; Bayer HealthCare AG; US2007/161662; (2007); A1;,
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Electric Literature of 3095-48-5, 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. 3095-48-5, name is Methyl 4-amino-3,5-dimethylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 33 g. of dimethylsulfone and 11 g. of sodium hydride (50percent dispersion in oil) in 160 ml. of absolute dimethylsulfoxide was stirred at 50° C. under an atmosphere of nitrogen and the exclusion of moisture for 3 hours. Then, 18 g. of 4-amino-3,5-dimethyl-benzoic acid methyl ester were added. The mixture was stirred at 80° C. for 30 minutes and at room temperature for 1 hour and then dissolved in 400 ml. of water. The solution was neutralized with glacial acetic acid. The precipitate which formed was removed by filtration with suction, washed with water, dried and recrystallized from ethyl acetate, whereby there was obtained 4′-amino-3′,5′-dimethyl-2-(methylsulfonyl)-acetophenone having a melting point of 179°-180° C.

The chemical industry reduces the impact on the environment during synthesis Methyl 4-amino-3,5-dimethylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hoffmann-La Roche Inc.; US4515948; (1985); A;,
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Adding a certain compound to certain chemical reactions, such as: 83881-47-4, name is Methyl 2-(2-chloroethoxy)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 83881-47-4, Computed Properties of C5H9ClO3

EXAMPLE 5 Methyl 2-(8-bromo-1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetate Following a procedure similar to that described in Example 1, but using 8-bromo-1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine and methyl 2-chloroethoxyacetate, the title compound was obtained in a yield of 38%. Infrared Absorption Spectrum (CHCl3), numax cm-1: 1455, 1490, 1715, 1760, 2850, 2975.

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 2-(2-chloroethoxy)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sankyo Company, Limited; US5362725; (1994); A;,
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23676-08-6, name is Methyl 4-ethoxybenzoate, belongs to esters-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. Safety of Methyl 4-ethoxybenzoate

General procedure: To a suspension of sodium hydride (60% in mineral oil, 5 eq) in dryTHF was added solution of substituted methyl benzoate (2 eq) in dryTHF. After mixture refluxed, substituted acetophenone (1 eq) in dryTHF was added dropwise. The mixture was refluxed overnight, then quenched with 1 N HCl. The mixture was extracted with ethyl acetatetwice, and the combined organic phase was washed with brine solution,dried with anhydrous Na2SO4, filtrated, and concentrated under reduced pressure. The residue was purified on a silica gel column.

The synthetic route of 23676-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jeong, Jieun; Kim, Kun-Hee; Kim, Dong-Young; Chandrasekaran, Gopalakrishnan; Kim, Minhee; Pagire, Suvarna H.; Dighe, Mahesh; Choi, Eun Young; Bak, Su-Min; Kim, Eun-Young; Shin, Myung-Geun; Choi, Seok-Yong; Ahn, Jin Hee; Bioorganic and Medicinal Chemistry; vol. 27; 19; (2019);,
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Related Products of 191478-99-6, 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. 191478-99-6, name is Methyl 4-amino-2,6-difluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

6-Chloropyridine-3-sulfonyl chloride (10.0 g, 47.0 mmol) was dissolved in methylene chloride (300 ml), and methyl 4-amino-2,6-difluorobenzoate (7.5 g, 40 mmol) and pyridine (9.0 ml, 102 mmol) were added thereto, followed by stirring at room temperature for 12 hours. The reaction solution was washed with water and 2 N hydrochloric acid, followed by extraction with methylene chloride. The extraction liquids were combined, washed with saturated aqueous sodium chloride, and dried over anhydrous sodium sulfate. Then, the solvent was removed. The obtained residue was recrystallized from a mixture solvent of petroleum ether/ ethyl acetate (1:2). The precipitated solid was filtered and then dried under reduced pressure to obtain the title compound (12.0 g, 83%) as a white solid. [0204] 1H NMR (CD3OD, 300 MHz): delta 8.82 (d, J=2.4 Hz, 1H), 8.20 (dd, J=2.4 Hz, 8.7 Hz 1H), 7.86-7.82 (t, 1H), 7.04 (d, J=10 Hz, 2H), 3.86 (s, 3H)

The chemical industry reduces the impact on the environment during synthesis Methyl 4-amino-2,6-difluorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AJINOMOTO CO., LTD.; Ueno, Hirokazu; Yamamoto, Takashi; Takashita, Ryuta; Yokoyama, Ryohei; Sugiura, Toshihiko; Kageyama, Shunsuke; Ando, Ayatoshi; Eda, Hiroyuki; Eviryanti, Agung; Miyazawa, Tomoko; Kirihara, Aya; Tanabe, Itsuya; Nakamura, Tarou; Noguchi, Misato; Shuto, Manami; Sugiki, Masayuki; Dohi, Mizuki; US2015/51395; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 25081-39-4, name is Methyl 3,5-dimethylbenzoate, 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 25081-39-4, Computed Properties of C10H12O2

The overall synthetic plan for the bicyclization scaffold is shown in Scheme 2. To a 50-mL round-bottom flask charged withmethyl 3,5-dimethylbenzoate (2.0 g, 12.2 mmol) in carbon tetrachloride (20 mL, sparged with nitrogen) was added N-bromosuccinimide (4.25 g, 23.9 mmol) and benzoyl peroxide (6O mg) as an initiator. The reaction was refluxed for 3 h under nitrogen atmosphere. The reaction mixture was cooled, and filtered. The filtrate was washed with water (20 mL), dried withMg504, and concentrated in vacuo. The crude product was recrystallized in petroleum ether to yield the title compound (1.2 g, 3.8 mmol) in 30% yield. ?HNMR (300 MHz, CDC13): 7.99 (s, 2H), 7.62 (s, 1H), 4.50 (s, 4H), 3.94 (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; OHIO STATE INNOVATION FOUNDATION; PEI, Dehua; QIAN, Ziqing; (166 pag.)WO2018/89648; (2018); A2;,
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