Tag: M.W=200-300

These common heterocyclic compound, 57486-69-8, name is Methyl 2-(2-bromophenyl)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. category: esters-buliding-blocks

Example 1 Step 1 While stirring under a nitrogen atmosphere, methyl 2-(2- bromophenyl)acetate (2g), 4,4,4,,4,,5,5,5,,5,-octamethyl-2,2,-Bi-(1 ,3,2- dioxaborolane) (2.44g), and potassium acetate (0.98g) were added to a three- neck flask containing dioxane (25 mL). The resulting mixture was degassed with nitrogen for 15 minutes followed by addition of [1 ,1 – bis(diphenylphosphino)ferrocene]dichloropalladium(ll) (0.28g). After degassing with nitrogen for an additional 15 minutes, the mixture was stirred at 80C for 8 hr. After cooling to room temperature, the solvent was removed under vacuum and the crude residue was purified by silica gel chromatography. The mass spectrum of the resulting material was consistent with methyl 2-(2-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)acetate (2.41 g).

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

Reference:
Patent; TRANSITIONS OPTICAL, INC.; DENG, Jun; STEPP, Brian, R.; SPITLER, Eric; XIAO, Wenjing; TAMASULO, Massimiliano; WALTERS, Robert, W.; (140 pag.)WO2016/144324; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 69812-51-7,Some common heterocyclic compound, 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, molecular formula is C8H7ClO4S, 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: To an oven-dried Schlenk tube equipped with a magnetic stir bar was charged with tris(2,2′-bipyridyl)ruthenium(II) chloride (3 mol%), arenesulfonyl chloride (1.0 equiv.), heteroarene (1.0 equiv.), Na2CO3 (1.0 equiv.) and dry acetonitrile. The mixture was degassed by the freeze pump-thaw procedure, and then the Schlenk tube was irradiated under a 3W Blue LED bulb at a distance of 5 cm. After stirring at 25 C for 12 h, the solvent was removed under reduced pressure and the residue was then diluted with water. The aqueous solution was extracted (3 times) with ethyl acetate. The combined organic phases were dried over Na2SO4 and filtered. The filtrate was evaporated under reduced pressure to get the crude product, which was purified by column chromatography using hexane-ethyl acetate mixtures.

The synthetic route of 69812-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Natarajan, Palani; Bala, Anu; Mehta; Bhasin; Tetrahedron; vol. 72; 19; (2016); p. 2521 – 2526;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 35450-36-3, A common heterocyclic compound, 35450-36-3, name is Methyl 2-bromo-5-methoxybenzoate, molecular formula is C9H9BrO3, 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.

General procedure: A sealed tube of 25 mL equipped with a magnetic stir bar was charged with alkynes (0.20 mmol), 2-bromobenzoic esters (0.22 mmol), CuI (0.02 mmol, 10 mol%), NaOH (0.4 mmol, 2 equiv) and CH3CN (1.0 mL). The reaction mixture was stirred at 100 C for 24 h. The reaction was monitored by GC or GC-MS. After completion of the reaction, the reaction mixture was cooled to room temperature, then washed with saturated NH4Cl aqueous solution (5.0 mL), and extracted with CHCl3 (3 * 5.0 mL). The combined organic phases were dried over Na2SO4 (anhydrous), concentrated in vacuum. The crude product was purified by flash column chromatography (eluent: ethyl acetate/petroleum ether = 1/20-1/10) on silica gel to afford the desired product.

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:
Article; Sun, Mengli; Su, Lebin; Dong, Jianyu; Liu, Long; Zhou, Yongbo; Yin, Shuang-Feng; Tetrahedron Letters; vol. 58; 25; (2017); p. 2433 – 2437;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 3195-24-2, name is Diethyl 2,2-diallylmalonate, 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 3195-24-2, Product Details of 3195-24-2

Example 6: Comparison of Standard Activity Tests of the Ruthenium tetrasubstituted NHC complex H6 (see Example 3f) to the Ruthenium gem di-substituted NHC complex H8 (see Example 3h) for Ring Closing Metathesis (RCM), Cross Metathesis (CM) and Ring-Opening Metathesis Polymerization (ROMP) reactions. [0098] Example 6a. RCM Reactions: All tests were performed according to the experimental procedure described by Ritter et al. (see Ritter, T.; Heji, A.; Wenzel, A.; Funk, T. W. ; Grubbs, R. H., Organometallics, 2006, 25, 5740.) See Figure 7a, 7b and 7c. CD2CI2, 300C C6D6, 60uC(%)EtO2C CO2Et EtO2C CO2Et Catalyst Ytefd catalyst (1 mo. %)1) solvent, temperature O HO 99% {30 mi?) v-_. – / H6 95% (2h) 98% (5 mm)R7 R8 H8 95% (4h) 95% (10 min) EtO2C CO2Et EtO2C CO2EtHO 6% (96h) 30% (24 min) catalyst (5 mol %) H6 95% (4h) 98% {20 min)3) X ^?~ h P=^r ssoollvveenntt,, t teemmppeerraattuurree y H O H8 no reaction 55% (31 h)R11 R12

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, Diethyl 2,2-diallylmalonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MATERIA, INC.; CALIFORNIA INSTITUTE OF TECHNOLOGY; WO2009/126831; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 1070-64-0, name is Ethyl 6,8-dichlorooctanoate, 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. name: Ethyl 6,8-dichlorooctanoate

1, 100 g (0.4mol) racemic Ethyl 6, 8-Dichlorooctanoic acid (95% industrial grade) is prepared first, and then treated with an alkali hydrolysis process so as to obtain (+/-)-DCA 80 g, to be dissolved into 300 ml ethyl acetate, followed by 24 g (0.2 mol) S-(-)-alpha-phenethylamine, afterwards, gradually cooled down to a temperature range between 0-10 C., overnight, filtered, and ultimately obtain 30 g wet (+)DCA S-(-)-alpha-phenethylamine salt. Afterwards, a recrystallization process is followed, wherein the (+)DCA-S-(-)-alpha-phenethylamine salt is dissolved in the ethyl acetate, and acidified with diluted hydrochloric acid, and extracted by methylbenzene, and distilled at low temperature to remove solvent, finally obtain 18.8 g (+)-DCA, [alpha]D25+48-49.6 with a yield rate from 42% to 46%.

The synthetic route of Ethyl 6,8-dichlorooctanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Rally Biochemical Inc.; US2007/15926; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2672-58-4, name is Trimethyl benzene-1,3,5-tricarboxylate, 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 2672-58-4, name: Trimethyl benzene-1,3,5-tricarboxylate

a solution of triphenylphosphine (577 mg, 2.2 mmol) in anhydrous THF (5 mL) was added diethyl azodicarboxylate (2.2 M in toluene, 791 muL, 1.7 mmol) dropwise at 0C. After stirred at 0C for 50 minutes, a solution of 1,3,5-tri(hydroxymethyl)benzene (269 mg, 1.6 mmol, prepared by reduction of trimethyl 1,3,5-benzenetricarboxylate with lithium aluminum hydride in THF, co-evaporated with dry benzene and dried on high vacuum for couple hours before use) and thioacetic acid (108 muL, 1.45 mmol) in dry THF (4 mL) was added dropwise. After 1 hour, the ice/water bath was removed and the reaction was stirred at room temperature for 15 hours. The solvents were removed by rotary evaporation in vacuo. The residue was purified by flash chromatography to give 5-acetylthiomethyl-1,3-bis(hydroxymethyl)-benzene as colorless solid (110 mg). 1H NMR (400 Hz, CDCl3): delta 7.13-6.99 (m, 3H), 4.45 (apt, J = 20.4 Hz, 4H), 3.98 (apt, J = 20.4 Hz, 4H), 3.73 (bs, 2H), 2.24 (apt, J = 20.4 Hz, 3H); MS (ESI): m/z 249.0 (M + Na)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Trimethyl benzene-1,3,5-tricarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Sanofi-Aventis; EP1813614; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 957205-72-0,Some common heterocyclic compound, 957205-72-0, name is Methyl 3-methyl-4-(trifluoromethyl)benzoate, molecular formula is C10H9F3O2, 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.

3-Methyl-4-trifluoromethylbenzoic acid methyl ester (0.20 g) was dissolved in THF (10 mL), and lithium borohydride (0.060 g) was added to the solution. The reaction mixture was refluxed with stirring for 3 hours and cooled to room temperature. 1N hydrochloric acid was added to the reaction mixture, followed by extraction thrice, each with ethyl acetate. The extracts were combined and washed with saturated brine, followed by drying over sodium sulfate. Insoluble matter was removed by filtration, and then the filtrate was concentrated. The residue was purified by silica gel column chromatography, whereby the title compound (0.16 g) was yielded. 1H-NMR (CDCl3) delta : 1.72(1H,t,J=5.9Hz), 2.48-2.50(3H,m), 4.73(2H,d,J=5.6Hz), 7.26-7.26(1H,m), 7.29(1H,s), 7.59(1H,d,J=7.8Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-methyl-4-(trifluoromethyl)benzoate, its application will become more common.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2017263; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 69038-74-0, name is tert-Butyl 3-Bromobenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 69038-74-0

General procedure: To a mixture of boronic acid ester 10 (2.5 mmol) and aryl bromide (1 mmol) in DME (20 mL) were added dichlorobis(triphenylphosphine)palladium (0.05 mmol) and 2 M aqueous Na2CO3 (5 mL), then the mixture was refluxed for 4 h. The mixture was cooled to ambient temperature and diluted with AcOEt, then washed with water, brine, dried over sodium sulfate, and filtered. After the filtrate was concentrated, the crude material was purified by silica gel column chromatography to give compounds 12a-12f.

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:
Article; Sakamaki, Shigeki; Kawanishi, Eiji; Nomura, Sumihiro; Ishikawa, Tsutomu; Tetrahedron; vol. 68; 29; (2012); p. 5744 – 5753;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 33491-30-4, name is 8-Bromo-2H-chromen-2-one, 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 33491-30-4, Application In Synthesis of 8-Bromo-2H-chromen-2-one

General procedure: Under inert atmosphere (N2), in a 25 mL round bottom flask, Ar3Bi (0.208 mmol; 0.35 eq.), CsF (0.24 g: 1.8 mmol; 3 eq.), PPh3 (0.004 g: 0.018 mmol; 3 mol%), the aryl bromide (0.60 mmol; 1 eq.) was added to DMF (5 mL). The solution was warmed to 90 C prior addition of PEPPSI IPr (0.012 g: 0.018 mmol; 3 mol%). The reaction was monitored by GC/MS to follow the total consumption of the aryl bromide. Cooled to room temperature (RT), the reaction mixture was diluted by addition of diethyl ether (20 mL) and aqueous HCl 6 M (30 mL). After decantation, the aqueous solution was extracted with diethylether (2 * 20 mL). The collected organic phases were then washed with HCl 6 N (2 * 25 mL), water (25 mL) and brine (25 mL) prior drying over MgSO4. After concentration under reduced pressure, the resulting crude product was subjected to purification by column chromatography leading after concentration under reduced pressure to the title compound.

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:
Article; Cassirame, Benedicte; Condon, Sylvie; Pichon, Christophe; Journal of Molecular Catalysis A: Chemical; vol. 425; (2016); p. 94 – 102;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 2672-58-4, name is Trimethyl benzene-1,3,5-tricarboxylate, A new synthetic method of this compound is introduced below., Formula: C12H12O6

The acid chloride (43) was prepared as follows. Trimethyl-1 ,3,5-benzenetricarboxylate (46) was converted to the mono-acid diester (47) according to literature procedures (Dimick, et al. “On the Meaning of Affinity: Cluster Glycoside Effects and Concanavalin A” J. Am. Chem. Soc. 1999, 121 , 10286- 10296), and compound 47 was refluxed in excess thionyl chloride to give acid chloride 43 (Scheme 5).

The synthetic route of 2672-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARIZONA BOARD OF REGENTS, A BODY CORPORATE OF THE STATE OF ARIZONA, ACTING FOR AND ON BEHALF OF ARIZONA STATE UNIVERSITY; WAGNER, Carl E.; JURUTKA, Peter W.; MARSHALL, Pamela A.; VAN DER VAART, Arjan; WO2011/103321; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics