Month: January 2021

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. 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 3618-04-0

Step 1 : 4-(tert-Butyl-diphen l-silanyloxy)-cyclohexanecarboxylic acid ethyl esterTo a solution of ethyl 4-hydroxycyclohexane carboxylate (5.0 g, 29.03 mmol) in dichloromethane (200 mL) was added imidazole (4.97 g, 73 mmols) and tert- butylchlorodiphenylsilane (15.96 g, 15.2 mL, 58.0 mmol). The reaction mixture was allowed to stir at room temperature over night. The reaction mixture was poured into water (125 mL) in a separatory funnel and the phases were separated. The aqueous phase was extracted with dichloromethane (2×200 mL). The combined organic layers were washed with brine, dried over Na2SO4, and concentrated under vacuum. Purification by column chromatography on silica gel eluting with ethyl acetate in heptanes (0-10percent) afforded 10.55 g (89percent) of the title compound.

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 3618-04-0.

Reference:
Patent; SANOFI; GAO, Zhongli; HALL, Daniel; STEFANY, David; WO2011/143148; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 619-45-4, name is Methyl 4-aminobenzoate, 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 619-45-4, Computed Properties of C8H9NO2

i) Methyl 4-aminobenzoate (25 g.) in dry chloroform (250 ml.) was treated dropwise with sulphuryl chloride (10 ml.) and the mixture heated at reflux for 4 hours. A further supply of sulphuryl chloride (10 ml.) was added and heating continued for a further 2 hours. The reaction mixture was poured onto ice and 2N sodium hydroxide solution was added. The organic solution was separated and the aqueous phase extracted with ethyl acetate. The combined organic solution was dried (anhydrous magnesium sulphate) and evaporated to give methyl 4-amino-3,5-dichlorobenzoate as a solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-aminobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; The Wellcome Foundation; The Regents of the University of California; US5502073; (1996); A;,
Ester – Wikipedia,
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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. 2475-80-1, name is Methyl 2-amino-5-methoxybenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 2-amino-5-methoxybenzoate

Step A: To a solution of (3a.R, 5R, 6aS) -5- (2- (trifluoromethyl) phenyl ) hexahydrocyclopenta [c] yrrole-2 { 1 ) -carbonyl chloride (0.100 g, 0.315 mmol) in THF (1.8 raL) was added i-Pr2NEt (0.041 g, 0.315 mmol ) and methyl 2-amino-5-methoxybenzoate (0.057 g, 0.315 mmol) . The resulting solution was heated at 68 C for 18 h. The reaction was diluted with 0 (30 mL) and extracted with EtOAc (4 x 30 mL) . The combined organic extracts were concentrated under reduced pressure. The resulting residue was chroraatographed over silica gel (0% to 100% EtOAc in hexanes) to give methyl 5-methoxy-2- ( (3ai?, 5R, 6aS) -5- (2- (trifluoromethyl ) henyl ) octahydrocyclopenta [ c] yrrole-2- carboxamido) benzoate as a white film (94.9 mg, 65%): 1H NMR (500 MHz, CDClj) delta 10.27 (s, 1H) , 8.59 (d, J= 9.5 Hz, 1H) , 7.60 (d, J= 8.0 Hz, 1H) , 7.55-7.46 (m, 3H) , 7.30-7.26 (m, 1H) , 7.13 (dd, J = 9.5, 3.5 Hz, 1H) , 3.92 (s, 3H> , 3.81 (s, 3H) , 3.76-3.72 (m, 2H) , 3.59-3.48 (m, 3H) , 2.93-2.85 (m, 2H) , 2.41-2.33 (m, 2H) , 1.68-1.60 (ra, 2H) ; MS (ESI+ ) m/z 463 E + H]*.

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; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; PETRUKHIN, Konstantin; CIOFFI, Christopher; JOHNSON, Graham; DOBRI, Nicoleta; FREEMAN, Emily; CHEN, Ping; CONLON, Michael; ZHU, Lei; WO2014/152018; (2014); A1;,
Ester – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 94994-25-9, name is Methyl 4-formylbicyclo[2.2.2]octane-1-carboxylate, 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 94994-25-9, Recommanded Product: Methyl 4-formylbicyclo[2.2.2]octane-1-carboxylate

Step A:Diethyl (ethylsulfonomethane)phosphonate (1.12 g, 4.6 mmol) (Popoff, I. C. et al. J. Org.Chem. 34: 1128-30 (1969)) and 4-carbomethoxybicyclo[2.2.2] octane-1-carboxaldehyde (1-1) (0.82 g,4.2 mmol) (Adcock, W., Kok, G. B. J. Ore. Chem. 50: 1079-1087 (1985)) were dissolved in 8 mL ofabsolute methanol. The mixture was placed under nitrogen atmosphere, cooled in an ice-bath, andtreated with 0.5M solution of sodium methoxide in methanol (8.8 mL, 4.4 mmol). The reaction mixturewas kept under reflux for 4 h, then cooled to room temperature, concentrated under diminished pressure,then treated with 2 mL of water and allowed to sit in the refrigerator overnight. The mixture was filteredand the solid washed with a small amount of cold 1:1 MeOH/water. The resulting white solid wascollected and dried under vacuum to give the unsaturated sulfone 1-2. MS (ESI”1″) = 287 (M+l).

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 4-formylbicyclo[2.2.2]octane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2006/17542; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 443-26-5 as follows. Recommanded Product: Ethyl 2-fluorobenzoate

As described for the general reaction of ethyl 2-fluorobenzoate with amines set forth in Tetrahedron, 53, 7557-7576 (1997), ethyl 2-fluorobenzoate was reacted with pyrazole by refluxing N, N-dimethylformamide to give ethyl 2-(1-pyrazolyl)-benzoate, as a thick yellow oil. Anal. Calc’d: for C12H12N2O2: C, 66.7; H, 5.6; N 13.0: Found: C, 66.5: H, 5.4: N, 12.9; Mass spectrum (ES) 217.2 (M+H). A sample (7.02g) of this compound and 8.42 ml of 5N NaOH in 40 ml of ethanol-tetrahydrofuran (2:1) was refluxed for 2 hrs and the solvent removed.The residue was made acidic (pH6) with 2N citric acid and the precipated solid was filtered to obtain 3.7g of product. The pH of the filtrate was adjusted to 4.5 and extracted with ethyl acetate. The extract was concentrated to dryness to give 1.5g of product. The two crops were combined to give 5.2g of 2-(1-pyrazolyl)benzoic acid, mp 140-142C. To the preceding compound (2.07 g) in 5 ml CH2Cl2 (chilled in an ice bath )was added 11.1 ml of a 2 Molar solution of oxalyl chloride in CH2Cl2 and 0.085 ml of N,N-dimethylformamide. The mixture was allowed to warm to room temperature and stirred for 4 hours. The solvent was removed and 25 ml of toluene added (twice) and removed under vacuum to give 2-(1-pyrazolyl)benzoyl chloride as a yellow solid.

According to the analysis of related databases, 443-26-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wyeth Holdings Corporation; EP1147095; (2004); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 15568-85-1, 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. 15568-85-1, name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, This compound has unique chemical properties. The synthetic route is as follows.

The 2- [4-(7-chloro-l,6-naphthyridin-4-yloxy)-2-methoxyphenyl] acetic acid used as a starting material was prepared as follows :-; 5-(Methoxymethylidene)-2,2-dimethyl-l,3-dioxane-4,6-dione (11.16 g) was added to a suspension of 2,6~dichloropyridine-4-amine (8.15 g) in isopropanol (125 ml) at ambient temperature. The resultant mixture was stirred and heated to 75C for 45 minutes. The mixture was cooled to 1O0C and diluted with diethyl ether. The precipitate was isolated. There was thus obtained 5-[(2,6-dichloropyridin-4-ylamino)methylidene]-2,2-dimethyl- l,3-dioxane-4,6-dione (15.5 g); 1H NMR Spectrum: (DMSOd6) 1.7 (s, 6H)5 7.9 (s, 2H), 8.75 (S5 IH), 11.25 (s, lH).

The chemical industry reduces the impact on the environment during synthesis 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/113565; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

2557-13-3, name is Methyl 3-(trifluoromethyl)benzoate, 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. Product Details of 2557-13-3

In a first step of Method C as illustrated here, N-(2-amino-1-propyl)-3-(trifluoromethyl)benzamide is prepared as an intermediate. A mixture of 4.1 g (20 mmol) methyl 3-(trifluoromethyl)benzoate and 5.9 g (80 mmol) 1,2-diaminopropane is stirred at room temperature for 24 h, and is then placed under high vacuum (0.1 mm Hg) and stirred at room temperature for a further 24 h to remove by volatilization excess 1,2-diaminopropane. The resulting gummy solid is triturated with 50 ml of a 1:1 mixture of ether and hexane, followed by filtration to give a white solid. Recrystallization of the crude product from ether-hexane gives 3.6 g (65% yield) N-(2-amino-1-propyl)-3-(trifluoromethyl)benzamide as a white crystalline material: 1H NMR (DMSO-d6) delta 0.98 (3H, d, J=7 Hz), 2.95 (1H, m), 3.18 (2H, m), 3.43 (1H, br s), 7.70 (2H, t, J=7 Hz), 7.88 (1H, d, J=7 Hz), 8.18 (2H, m), 8.68 (1H, br s).

The synthetic route of 2557-13-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hegde, Shridhar G.; Krupa, Daniel M.; Bohn, Joseph A.; Coffen, David L.; Gustafson, Gary R.; Kaplan, Alan P.; Ma, Yuting; US2002/52295; (2002); A1;,
Ester – Wikipedia,
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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. 17100-63-9, name is Methyl 4-bromo-3-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 17100-63-9

To a solution of methyl 4-bromo-3-methoxybenzoate (1.32 g, 5.39 mmol) in dioxane (30 mL) and water (5 mL) were added tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate (1.90 1 g, 6.46 mmol), potassium phosphate (2.86 g, 13.47 mmol) and PdC12(dppf) (0.197 g, 0.269 mmol) at rt. The reaction was stirred under argon at 100 C for 3 hrs. The reaction mixture was diluted with EtOAc, washed with H20. The organic phase was dried over sodium sulfate, filtered and concentrated. The residue was dissolved in DCM (10 mL) and TFA (5 mL) wasadded. The reaction was stirred at rt for 1.5 hrs. Solvent was removed. The residue was taken into EtOAc, which was washed with NaHCO3 (3x) and brine, dried over Na2504, filtered and concentrated. The crude product was purified by normal phase chromatography. Desired product was isolated as white solid (0.86 g, 69% yield).LCMS(ESI) m/z: 233.0 (M+H) ?H NMR (400MHz, CDC13) oe 8.13 (s, 2H), 7.73 – 7.66(m, 1H), 7.66 – 7.56 (m, 2H), 3.98 (s, 3H), 3.94 (s, 3H).

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 17100-63-9.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LADZIATA, Vladimir; GLUNZ, Peter W.; HU, Zilun; WANG, Yufeng; (0 pag.)WO2016/10950; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 3196-15-4, The chemical industry reduces the impact on the environment during synthesis 3196-15-4, name is Methyl 2-bromobutyrate, I believe this compound will play a more active role in future production and life.

EXAMPLE 62a; Preparation of intermediate 2-(4-chloro-2-formyl-phenoxy)-butyric acid methyl ester; A mixture of 5-chloro-2-hydroxy-benzaldehyde (156 g, 1 mol), 2-bromo-butyric acid methyl ester (271 g, 1.5 mol), KI (2 g, 0.012 mol) and K2CO3 (276 g, 2 mol) in DMF (500 mL) was heated at 130 C. for 2 h. After cooled to room temperature, the mixture was concentrated. The residue was partitioned between EtOAc and water. The organic layer was washed with water, brine, dried over anhydrous Na2SO4 and concentrated to give the title compound (240 g).

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-bromobutyrate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chen, Li; Han, Xingchun; He, Yun; Yang, Song; Zhang, Zhuming; US2009/163512; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 431-47-0, 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 431-47-0 as follows.

Example 58 Preparation of 1-(3,4-dichloro-5-methylphenyl)-2,2,2-trifluoroethan-1-one (C201) To 5-bromo-1,2-dichloro-3-methylbenzene (6.9 g, 29 mmol) in tetrahydrofuran (65 mL) cooled in an ice bath under nitrogen was added isopropylmagnesium chloride lithium chloride complex in tetrahydrofuran (26.8 mL, 34.8 mmol). After 1 hour methyl 2,2,2-trifluoroacetate (3.79 mL, 37.7 mmol) was added. After 30 minutes, the ice bath was removed, and the solution was stirred for 1 hour. The reaction mixture was quenched with aqueous hydrochloric acid (2 N). The mixture was concentrated and extracted with dichloromethane. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated. Purification by column chromatography (SiO2, petroleum ether) provided the title compound as a white solid (5.9 g, 80%): 1H NMR (400 MHz, CDCl3) delta 8.00 (s, 1H), delta 7.83 (s, 1H), 2.51 (s, 3H); EIMS m/z 256 ([M]+).

According to the analysis of related databases, 431-47-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; Barton, Thomas; Gao, Xin; Hunter, Jim; LePlae, JR., Paul R.; Lo, William C.; Boruwa, Joshodeep; Tangirala, Raghuram; Watson, Gerald B.; Herbert, John; (261 pag.)US2017/208803; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics