Author: Jessica.F

Application of 24807-40-7, 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. 24807-40-7, name is Methyl 3-(4-(benzyloxy)phenyl)propanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

An aqueous solution of NaOH (1 M, 270 mL) was added to a mixture of the 3-(4-benzyloxyphenyl)propionic acid methyl ester from Step 2 above in MeOH (600 mL) and the reaction was stirred overnight. The crystalline ppt was collected by filtration, air dried and then partitioned between EtOAc/Et2O/1 M HCl (500 mL, 250 mL, 150 mL). The organic phases were dried over MgSO4 and evaporated to give the product as a white solid (16.2 g, 70%, 3 Steps). 1H NMR (CDCl3) delta 2.61-2.68 (m, 2H), 2.86-2.93 (m, 2H), 5.03 (s, 2H), 6.88-6.93 (m, 2H), 7.10-7.15 (m, 2H), 7.28-7.45 (m, 5H).

The synthetic route of Methyl 3-(4-(benzyloxy)phenyl)propanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Agouron Pharmaceuticals, Inc.; US2005/176701; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 538-23-8,Some common heterocyclic compound, 538-23-8, name is Propane-1,2,3-triyl trioctanoate, molecular formula is C27H50O6, 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.

Two mg of a free astaxanthin (manufactured by Sigma) and 1.3 g of tricaprilin as a triglyceride form fatty acid were placed in a brown glass bottle. Ninety muL of water was added thereto and stirred fully afterwards. Thereafter, 300 mg of the HP1MG resin-immobilized lipase, which was prepared by the method described in the example of lipase immobilization was added thereto, and while shaking (170 rpm), reaction was carried out at 45C. Three days later, the reaction product was taken out, and the composition ratio of astaxanthin was analyzed by HPLC. As a result, the composition ratio was 79.5% astaxanthin, 18.7% monoester, and 1.8% diester

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Propane-1,2,3-triyl trioctanoate, its application will become more common.

Reference:
Patent; SUNTORY LIMITED; EP1500645; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 148547-19-7, A common heterocyclic compound, 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, molecular formula is C9H9BrO2, 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 mixture of methyl 4-bromo-3-methylbenzoate (20.0 g, 87.3 mmol), 2- (trifluoromethyl)benzeneboronic acid (24.9 g, 131.0 mmol), potassium carbonate (24.1 g, 174.6 mmol) and bis(tricyclohexylphosphine)palladium (II) dichloride (64.5 mg, 0.09 mmol) was prepared in dioxane (200 ml.) and water (50 ml.) under N2 atmosphere. The mixture was heated at 1000C for 3 hours. A 5N aqueous solution of NaOH (100 ml.) was added and the reaction mixture was stirred at 1000C for one additional hour. The reaction mixture was cooled at RT and the aqueous layer was removed. The organic layer was filtered through a Celite pad, concentrated until 75 ml under reduced pressure, diluted with water (125 ml) and washed with MTBE (2×200 ml_). The aqueous layer was acidified with a 5N aqueous solution of HCI (25 ml, pH~1 ) and extracted with MTBE (2×100 ml). The organic layers were combined, dried (Na2SO4) and filtered through a Celite pad. The solution was concentrated until 100 ml_, then heptane was added (200 ml_). The mixture was concentrated until 100 ml_. The precipitate was filtered off and rinsed twice with heptane, then dried under reduced pressure to give the title compound as a white powder (22.5 g, 92%). HPLC (Method A), Rt: 4.4 min (purity: 100%). UPLC/MS, M-(ESI): 279.0. 1H NMR (DMSO-d6, 300 MHz) delta 13.00 (s, 1 H), 7.87 (m, 2H), 7.80 (dd, J=7.9, 1.6 Hz, 1 H), 7.75 (m, 1 H), 7.64 (m, 1 H), 7.34 (d, J=7.6 Hz, 1 H), 7.23 (d, J=7.9 Hz, 1 H), 2.02 (s, 3H).

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; MERCK SERONO S.A.; QUATTROPANI, Anna; GERBER, Patrick; DORBAIS, Jerome; WO2010/100142; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 2557-13-3, A common heterocyclic compound, 2557-13-3, name is Methyl 3-(trifluoromethyl)benzoate, molecular formula is C9H7F3O2, 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.

Sodium hydride (60% dispersion in oil, 390 mg, 9.75 mmol) was first washed with hexanes to remove the oil and was then suspended in 7 ml dimethylformamide. A solution of methyl 3-(trifluoromethyl)benzoate 29 (1.0 g, 4.9 mmol) in 2 ml dimethylformamide was added drop-wise and with stirring. Upon addition, the mixture was stirred for 1 h at room temperature. Acetone (400 ml, 5.44 mmol) was added drop-wise and the mixture was stirred overnight at room temperature. The mixture was poured into water and the aqueous layer was extracted four times with ether. The aqueous layer was acidified with 2 N hydrochloric acid and was extracted three times with ether. The combined organics were dried over sodium sulphate and evaporated under reduced pressure. The residue was purified using the SP1 Purification System (ethyl acetate-hexane gradient, 0:100 rising to 10:90) to give 30 (640 mg, 2.78 mmol, 56%) as an oil. Purity 100%.

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

Reference:
Article; Andres, Miriam; Bravo, Monica; Buil, Maria Antonia; Calbet, Marta; Castillo, Marcos; Castro, Jordi; Eichhorn, Peter; Ferrer, Manel; Lehner, Martin D.; Moreno, Imma; Roberts, Richard S.; Sevilla, Sara; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 168 – 184;,
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. 144267-96-9, name is Ethyl 3,4-difluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 3,4-difluorobenzoate

The ester required for the preparation of Example 19b was prepared as follows: Ethyl 3-fluoro-4-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[(1H-pyrazol-3- ylamino)carbonyl]phenoxy}benzoate; To a suspension of tert-butyl 3-({3-hydroxy-5-[(1S)-2-methoxy-1- methylethoxy] benzoyl} amino)-lH-pyrazole-l-carboxylate (587 mg, 1.5 nunol), caesium carbonate (488 mg, 1.5 mmol) in DMA (3 mL) was added ethyl 3,4-difluorobenzoate (279 mg, 1.5 mmol). This mixture was heated at 110C for 16 hours. The reaction mixture was filtered and concentrated in vacuo then the residue chromatographed on silica, eluting with 0- 70% ethyl acetate in hexane, to give the desired compound as a yellow oil (271 mg, 40%) tu NMR (CDC13) : 1.3 (d, 3H), 1.4 (t, 3H), 3.4 (s, 3H), 3.5 (m, 2H), 4.4 (q, 2H), 4.6 (m, 1H), 6.75 (s, 1H), 6.85 (s, 1H), 7.1 (s, 1H), 7.15 (s, 1H), 7.3 (s, 1H), 7.5 (d, 1H), 7.8 (d, 1H), 7.85 (d, 1H), 9.4 (s, 1H)

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/80359; (2005); 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

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

Some common heterocyclic compound, 326-58-9, name is Benzo[d][1,3]dioxol-5-yl acetate, molecular formula is C9H8O4, 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. Computed Properties of C9H8O4

Acetic acid benzo[1,3]dioxol-5-yl ester 15 (2.51g, 13.93mmol) was dissolved in glacial acetic acid (5mL), then a solution of concentrated HNO3 1.1mL (70%, d=1.413, 1.09g, 17.27mmol) in glacial acetic acid (2mL) was added dropwise. The reaction mixture was stirred at rt for 4h, then was cooled at 0C. The yellow solid was filtrated, washed with cold water, air-dried, and used in the next step without further purification (2.95g, yield 94%). 1H NMR (300MHz, CDCl3) delta: 2.37 (s, 3H), 6.15 (s, 2H), 6.65 (s, 1H), 7.60 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 326-58-9, its application will become more common.

Reference:
Article; Brogi, Simone; Ramunno, Anna; Savi, Lida; Chemi, Giulia; Alfano, Gloria; Pecorelli, Alessandra; Pambianchi, Erika; Galatello, Paola; Compagnoni, Giulia; Focher, Federico; Biamonti, Giuseppe; Valacchi, Giuseppe; Butini, Stefania; Gemma, Sandra; Campiani, Giuseppe; Brindisi, Margherita; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 438 – 457;,
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Ester – an overview | ScienceDirect Topics

Electric Literature of 18014-00-1, A common heterocyclic compound, 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, molecular formula is C10H8Br2O4, 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.

[Example 1] A mixed liquid of methyl p-dibromoterephthalate (Compound 1)(9.86 g, 28 mmol) synthesised according to the method of a literature (), sodium 2-hexylthiophene-5-borate (Compound 2)(15.5 g, 61.6 mmol) synthesised according to the method of a literature (), PdCl2(dppf)·CH2Cl2 (1.83 g, 2.24 mmol), and toluene (1 L) was refluxed under a nitrogen atmosphere for 9 hours. After the reaction mixed liquid was allowed to cool to room temperature, water was added to the reaction mixed liquid and the reaction mixed liquid was subjected to extraction with chloroform. The obtained organic layer was dried with sodium sulfate, and filtered, and thereafter, the solvent was distilled out under reduced pressure. The obtained mixture was separated and refined by a silica gel column chromatography to obtain dimethyl 2,5-bis(5-hexyl-2-thienyl)terephthalate (Compound 3)(10.8 g, 20.5 mmol) in a yield of 73%. The physical properties of dimethyl 2,5-bis(5-hexyl-2-thienyl)terephthalate (Compound 3) were as follows. 1H-NMR (CDCl3, delta ppm): 7.61 (s, 2H), 7.06 (d, 2H), 6.86 (d, 2H), 3.76 (s, 6H), 2.82 (t, 4H), 1.63-1.80 (m, 4H), 1.28-1.45 (m, 12H), 0.90 (t, 6H)

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; Sumitomo Chemical Company, Limited; EP2248818; (2010); 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