Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 10268-71-0, name is Phenyl 2-methoxybenzoate, 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 10268-71-0, category: esters-buliding-blocks

5,6-dihydro-cyclopenta [b] thiophen-4-one (2.1 g, 15.0 mmol) in 15 mL of THF was treated with NaH (60%, 1.5 g, 36 mmol).To the addition of 2-methoxy-benzeneAcid phenyl ester,The reaction mixture was heated to 100 & lt; 0 & gt; C and maintained for 8 hours. The solution was cooled to room temperature and poured into water. The product mixture was acidified with concentrated hydrochloric acid and ethyl acetate (70 mL) was added. The organic layer was collected, treated with brine, dried over MgSO4 (s) and concentrated under reduced pressure. The resulting precipitate was collected and recrystallized from ethanol to give the corresponding 5- (2-methoxy-benzoyl) -5,6-dihydro-cyclopenta [b] thiophen-4-one (2.53 G, 8.3 mmol) as a yellow solid in 59% yield

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, Phenyl 2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DEVELOPMENT CENTER FOR BIOTECHNOLOGY; LIAO, CHU BIN; CHIANG, CHAO CHENG; YANG, HUEI RU; LIAO, YUAN CHUN; CHEN, PAONIEN; (162 pag.)TWI553010; (2016); B;,
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These common heterocyclic compound, 14062-29-4, name is Ethyl 2-(3-chlorophenyl)acetate, 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. Product Details of 14062-29-4

General procedure: To a solution of ester 8 (20 mmol) in anhydrous ethyl ether was added ethyl formate (3.2 mL,40 mmol) at 0oC. Then sodium (0.92 g, 40 mmol) was added slowly. The reaction mixture wasstirred at room temperature. After completion of the reaction, the mixture was poured into icewater and extracted with Et2O (3×30 mL). The aqueous phase was acidified with a solution of 2NHCl to PH 3. Followed an extraction with Et2O (3×30 mL) and the organic layers were combined,dried over Na2SO4, filtered and concentrated in vacuum, leading to aldehyde 9 as a yellow oil which was used in the next step without further purification. Then 9 was dissolved in anhydrousdichloromethane and p-methoxyaniline (2.95 g, 24 mmol) was added, the reaction mixture wasstirred overnight at room temperature, the solvent was evaporated and the residue was subjected tochromatography to afford -enamino ester 1.

The synthetic route of Ethyl 2-(3-chlorophenyl)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shu, Chang; Hu, Xiao-Yan; Li, Shuai-Shuai; Yuan, Wei-Cheng; Zhang, Xiao-Mei; Synlett; vol. 25; 13; (2014); p. 1879 – 1882;,
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Related Products of 238749-50-3,Some common heterocyclic compound, 238749-50-3, name is Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate, molecular formula is C9H8BrNO2S, 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 NaI (1.8 g, 12.3 mmol) in acetone (100 mL) was added dropwise to a stirred solution of N-cMorosuccinirnide (1.6 g, 12.3 mmol) in acetone (30 mL) protected from light, followed after 15 min by the dropwise addition of 2-bromo- thieno[3,2-delta]pyrrole-5-carboxylic acid ethyl ester (2.8 g, 10.3 mmol; see step (a) above) in acetone (100 mL). After 30 min at rt the mixture was poured into Na2S2O3 (aq, 10%, 140 mL) and extracted with EtOAc. The combined extracts were washed with H2O and brine, dried (Na2SO4), concentrated and purified by chromatography to give the sub-title compound (3.78 g, 92%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate, its application will become more common.

Reference:
Patent; BIOLIPOX AB; WO2006/77412; (2006); A1;,
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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 20637-08-5 as follows. Application In Synthesis of Methyl 4-(4-methoxyphenyl)butanoate

To a cooled solution of methyl 4- (4-methoxyphenyl) butyrate (3.6 g, 17.3 mmol) in CH2C12 (40 ml) at-78 C under N2 was added dropwise a solution of DIBAL in hexanes (1.0 M, 18.0 ml, 18 mmol). The resulting mixture was stirred at-78 C under N2 for 3 hrs, and then quenched by adding MeOH (-5 ml). The resulting mixture was warmed gradually to room temperature and filtered. The filtrate was concentrated in vacuo to give 4- (4-Methoxy-phenyl)-butyraldehyde as an oil (3.06 g, 100%). lH NMR (CDC13, 300 MHz) 8 1.91 (p, J = 7.5 Hz, 2H), 2.41 (t, J = 7.5 Hz, 2H), 2.58 (t, J = 7.5 Hz, 2H), 3.76 (s, 3H), 6.81 (d, J = 8.4 Hz, 2H), 8.07 (d, J = 8.4 Hz, 2H), 9.73 (s, 1H). The residue was used directly in the next step without any further purification.

According to the analysis of related databases, 20637-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LA JOLLA PHARMACEUTICAL COMPANY; WO2005/82343; (2005); A2;,
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Electric Literature of 2495-35-4,Some common heterocyclic compound, 2495-35-4, name is Benzyl acrylate, molecular formula is C10H10O2, 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: The catalyst precursor in form of a 0.04 M CuSO4 and 0.004 M CoCl2 solution was added to a solution of the alkene/alkyne compound in methanol. The reaction was started by adding an initial portion of NaBH4, resulting in a color change to black (in situ prepared catalyst) and vigorous gas evolution. Additional portions of NaBH4 were added in intervals of typically three or four minutes. The reaction itself was carried out at room temperature and normal atmosphere. However, generation of heat due to the exothermic character of the reaction usually heated the reaction mixture to 30-40 C. Cooling is generally not necessary in small scale. For large scale reactions a reflux condenser was used. The higher reaction temperature did not influence the reaction yield. The reaction mixture was finally quenched by adding 2 M H2SO4. Work up was carried out by extracting the water/methanol phase with DCM. The catalyst in general stays within the water/methanol layer. Drying the DCM layer with MgSO4 followed by filtration removes all remaining catalyst particles. The drying agent was filtered of and the DCM was removed in vacuo.

The synthetic route of 2495-35-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ficker, Mario; Svenningsen, S°ren W.; Larribeau, Thomas; Christensen, J°rn B.; Tetrahedron Letters; vol. 59; 12; (2018); p. 1125 – 1129;,
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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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Related Products of 32454-36-7, A common heterocyclic compound, 32454-36-7, name is Ethyl 2-(4-bromophenyl)-2-methylpropanoate, molecular formula is C12H15BrO2, 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.

Step B: 2-(4-Bromophenyl)-2-methylpropan-l-olTo a solution of 2-(4-bromophenyl)-2-methylpropanoate (8.9 g, 33 mmol) in THF(100 mL) under nitrogen was added LiAltL; (1.6 g, 43 mmol) in portions at 0 C. The resulting solution was stirred at 0 C for 1 hour before the addition of saturated aqueous NFLjCl (50 mL). The mixture was then extracted with EtOAc (3×80 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by MPLC on Silica gel with 2-5 % EtOAc/hexane to afford 2-(4-bromophenyl)-2- methylpropan-l-ol as a colorless oil. MS ESI: [M+H]+ m/z 229, 231 ; 1H NMR (400 MHz, CDC13) delta 7.47 (d, J= 6.8 Hz, 2H), 7.28 (d, J= 6.8 Hz, 2H), 3.61 (s, 2H), 1.58 (s, 6H).

The synthetic route of 32454-36-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRUBAKER, Jason; DINSMORE, Christopher J.; HOFFMAN, Dawn Marie; JUNG, Joon; LIU, Duan; PETERSON, Scott; SIU, Tony; TORRES, Luis E.; ZHANG, Hongjun; WEI, Zhongyong; SHI, Feng; WO2013/40863; (2013); A1;,
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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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Synthetic Route of 1731-79-9, 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. 1731-79-9, name is Dimethyl dodecanedioate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 8 A condensation solution in an amount of 113.2 g (confirmed by quantitative analysis, after acidification of a part, that the solution contains 25.65 g of the condensation product and 80.84 g of the unreacted ester) prepared from dimethyl 1,12-dodecanedioate (105.00 g, 406.4 mmol), gamma-butyrolactone (8.75 g, 101.6 mmol), and a 28-wt % sodium methoxide in methanol solution (19.60 g, 101.6 mmol) was heated to 50 C. while being stirred. Into the solution, 550 g of n-hexane was added and was stirred while being cooled to 20 C. to form a suspension. The suspension was separated into a precipitate and a supernatant liquid using a pressure filter. The filtration residue was thoroughly washed with n-hexane. The resulting filtration residue in an amount of 35.55 g was poured into 49.8 g (50.8 mmol) of an aqueous 10% phosphoric acid solution. Further, water (350 g) and 1,4-dioxane (250 g) were added, and the mixture was allowed to react for 5 hours at 100 C. The solution was separated into two layers. The organic layer was separated and the aqueous layer was extracted with toluene. The organic layer was mixed with the toluene extract and washed with water, and then the solvent was removed by distillation. As a result, 26.6 g of a crystal product was obtained. After isolation and purification, the crystal product was identified as methyl 15-hydroxy-12-keto-pentadecanoate corresponding to the compound represented by the general formula (7). 1H-NMR (600 MHz, TMS, CDCl3) 1.28 (12H, m, CH2-4~9), 1.57 (2H, tt, J=7.3, 7.2, CH2-10), 1.61 (2H, tt, J=7.3, 7.0, CH2-3), 1.84 (2H, tt, J=6.7, 6.3, CH2-14), 2.30 (2H, t, J=7.5, CH2-2), 2.43 (2H, t, J=7.5, CH2-11), 2.56 (2H, t, J=6.9, CH2-13), 3.65 (2H, t, J=6.1, CH2-15), 3.67 (3H, s, CH3). 13C-NMR (150 MHz, CDCl3) 23.86 (CH2-10), 24.92 (CH2-3), 26.50 (CH2-14), 29.09~29.36 (CH2-4~9), 34.08 (CH2-2), 39.48 (CH2-13), 42.92 (CH2-11), 51.40 (CH3), 62.33 (CH2-OH), 174.30 (C(=O)O), 211.76 (C=O).

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, Dimethyl dodecanedioate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Soda Aromatic Co., Ltd.; US6291688; (2001); B1;,
Ester – Wikipedia,
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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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