Tag: M.W=100-200

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. 103-09-3, name is 2-Ethylhexyl acetate, A new synthetic method of this compound is introduced below., Safety of 2-Ethylhexyl acetate

In the mechanical stirrer, reflux condenser and a thermometer of the 1000 ml flask of three sequentially added in the methyl acetate 296 g, isooctanol 260 g toluene sulfonic acid and 13.0 g, stir, for 65 C reaction 4 hours. By reducing pressure low boiling, then adding to the methoxy benzaldehyde 180 g, dropping 30% of 36 g liquid sodium methoxide. The reaction temperature is raised to 90 C, reaction 4 hours later. Gradually adding glacial acetic acid 7.9 g out-in and. By reducing pressure low boiling, filtering to remove the mother liquor solids, then the gas phase chromatography analysis, calculated in the mother liquor to the methoxy cinnamic acid ester product 376 g, yield 98.2%.

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; Shandong Daguan Biochemical Technology Co., Ltd.; Qingdao University of Science and Technology; Zhang Yongfu; Liu Baowei; Xu Zhihua; Jiang Yunbing; Yang Fengke; (6 pag.)CN107522616; (2017); A;,
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These common heterocyclic compound, 35179-98-7, name is Chloromethyl ethyl carbonate, 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. COA of Formula: C4H7ClO3

Example 404-((R)-3-(Bis-ethoxycarbonyloxymethoxy-phosphoryl)-2-{[4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino}-propionyl)-piperazine-1-carboxylic acid butyl esterA solution of intermediate 22.2 (100 mg) in abs. DMPU (0.3 mL) and NEt3 (68 muL) was stirred for 10 min at RT. Then, chloromethyl ethyl carbonate (650 mg, prepared as described in WO2004092189) and NaI (29 mg) were added at RT, and the reaction mixture was stirred overnight at 50 C. The reaction mixture was diluted with H2O and the aq. phase extracted with toluene. The combined organic layers were dried over Na2SO4 and concentrated to dryness. CC (EA) gave 19 mg of the desired product.LC-MS: tR=0.97 min; [M+H]+: 822.32.

The synthetic route of Chloromethyl ethyl carbonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Caroff, Eva; Hilpert, Kurt; Hubler, Francis; Meyer, Emmanuel; Renneberg, Dorte; US2011/46089; (2011); 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. 426-65-3, name is Ethyl Pentafluoropropionate, A new synthetic method of this compound is introduced below., name: Ethyl Pentafluoropropionate

Ethyl pentafluoropropylenate (14.6 g) and hydrazine monohydrate (3.6 g) were refluxed in tetrahydrofuran (300 ml) for 1 hour. After cooling to room temperature, trifluoroacetamidine (10.0 g) was added dropwise to the mixture and it was refluxed for 3 hours. After finishing the reaction, satu- rated aqueous solution of sodium hydrogen carbonate was added thereto and the mixture was extract- ed with ethyl acetate. After drying the organic layer with anhydrous magnesium sulfate, the solvent was distilled off to obtain crude 3-pentafluoroethyl-5-trifluoromethyl-lH- (1, 2, 4)-triazole (7.9 g).

The synthetic route of 426-65-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; WO2005/95351; (2005); 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. 36692-49-6, name is Methyl 3,4-diaminobenzoate, A new synthetic method of this compound is introduced below., Formula: C8H10N2O2

General procedure: Substituted 1,2-phenylenediamines (1 mmol) and substituted phenacyl bromides (1 mmol) were dissolved in acetonitrile (5 ml). To this solution, K10-Mont. clay (50 mg) was added and heated at 50 C for 3 h. After completion, the reaction mixture was filtered to remove the catalyst and washed with ethyl acetate (10 mL). The filtrate was concentrated and the residue was purified by column chromatography using hexane:ethyl acetate (15 % ethyl acetate in hexane) as an eluent to afford quinoxaline derivatives in high yields. The recovered catalyst was thoroughly washed with ethyl acetate, air dried, activated at 80 C for 3 h and reused for successive runs. The purified products are characterized by their 1H, 13C NMR as well as by mass spectral data

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; Jeganathan, Mariappan; Dhakshinamoorthy, Amarajothi; Pitchumani, Kasi; Tetrahedron Letters; vol. 55; 9; (2014); p. 1616 – 1620;,
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Electric Literature of 61367-07-5, 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. 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(3) A suspension of the compound obtained in the above step (2) (10 g), 1,5-diiodopentane (9.2 mL) and sodium carbonate (16.4 g) in tetrahydrofuran (300 mL)/N,N-dimethylacetamide (60 mL) was stirred at 70 C for 20 hours. The reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate/water. The organic layer was separated and washed successively with water and brine, dried over sodium sulfate and concentrated in vacuo. The resultant residue was purified by a column chromatography on NH-silica gel (Solvent; ethyl acetate/n-hexane = 1: 5) to give methyl trans-4-(1-piperidyl)cyclohexanecarboxylate (10.17 g). MS(APCI)m/z; 226 [M+H]+

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 trans-4-aminocyclohexanecarboxylate hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1772454; (2007); 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 2216-92-4 as follows. Recommanded Product: 2216-92-4

N-phenylglycine ethyl ester (781 mg, 4.3 [MMOL),] 4-chlorobenzyl chloride (690 mg, 4.3 [MMOL)] and sodium iodide (64 mg) were dissolved in toluene (7 mL) under argon. The reaction was heated in a graphite bath at 80 [C] for 24 h. After cooling to room temperature, the reaction was diluted with ethyl acetate and washed with [1 M HCI FOLLOWED] by brine. The solution was dried over MgS04, filtered, and concentrated in vacuo. Purification of the resultant oil by flash chromatography (10: 1 hexanes/EtOAc) afforded the title compound as a green oil (669 mg, 51 %). MS (ES+) [M/Z 304 (MH+).]

According to the analysis of related databases, 2216-92-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA CORPORATION; WO2003/99769; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 22223-49-0, name is Methyl 2-amino-3-methylbenzoate, 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 22223-49-0, SDS of cas: 22223-49-0

Step B Preparation of methyl 2-[[(2,2-dimethylhydrazino)carbonyl]amino]-3-methylbenzoate To a solution of the title compound of Step A (25.4 g, 154 mmol) in p-dioxane (500 mL) under a nitrogen atmosphere was added diphosgene (22.3 mL, 184 mmol), followed by triethylamine (25.6 mL, 184 mmol). A white precipitate formed, and the resulting mixture was heated to 60 C. overnight. The mixture was cooled to room temperature and filtered. The precipitate was washed with diethyl ether and the combined filtrates were concentrated under reduced pressure to afford an oil (30.97 g) which, without further characterization, was dissolved in toluene (400 mL). To this solution at 0 C. under a nitrogen atmosphere was added 1,1-dimethylhydrazine (12.3 mL, 162 mmol) and the resulting milky suspension was stirred at 0 C. for 30 min. The precipitate was collected by filtration and washed with hexanes to afford the title compound of Step B (25.57 g) as a beige solid. 1 H NMR (CDCl3): delta 9.22 (br s,1H), 7.75 (d,1H), 7.40 (d,1H), 7.14 (t,1H), 5.32 (br s,1H), 3.88 (s,3H), 2.66 (s,6H), 2.35 (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; E. I. du Pont de Nemours and Company; US5962436; (1999); A;,
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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 2318-25-4 as follows. Recommanded Product: 2318-25-4

Preparation Example A-12. 2-(2-Cyanoethyl)-3,3-diaminopropenoic acid ethyl ester (1-Ethoxyformimidoyl) 1-acetic acid ethyl ester hydrochloride (50g, 0.26mol) was suspended in an ammonia-ethanol solution (300mL; prepared by saturating ethanol with ammonia gas at room temperature), which was then stirred at room temperature for 4 hours. After the reaction was completed, the precipitated salt was removed by filtration, and the filtrate was concentrated in vacuo at room temperature to reach 1/3 of the amount. Hydrochloric acid-methanol (130mL; hydrochloric acid content:7.5percent) was added to this filtrate, the solution was then concentrated under a reduced pressure to obtain 3,3-diamino-acrylic acid ethyl ester hydrochloride (40g, 0.24mol, 92percent) as a solid. The resulting 3,3-diamino-acrylic acid ethyl ester hydrochloride (2.2g, 13.2mmol) was suspended in tetrahydrofuran (40mL), triethylamine (2mL, 14.3mmol) and acrylonitrile (1.2mL, 19.3mmol) were added thereto, and the solution was refluxed for 6 hours. After the reaction was completed, the resulting triethylamine hydrochloride was filtered, and the filtrate was concentrated to obtain the title compound (0.6g, 3.3mmol, 25percent). 1H-NMR Spectrum (CDCl3) delta (ppm) :1.26 (3H, t, J=7.2Hz), 2.42-2.49 (2H, m), 2.50-2.57 (2H, m), 4.12 (2H, q, J=7.2Hz), 4.22 (2H, brs), 6.45 (2H, brs).

According to the analysis of related databases, 2318-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP1782811; (2007); A1;,
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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. 23676-08-6, name is Methyl 4-ethoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 23676-08-6

To a stirred suspension of CuCN (1.8 g, 20.0 mmol) in 50 mL of dry THF at -78 C under argon, a solution of 1-propenylmagnesium bromide (133.2 mmol, 265 mL of 0.5 M solution in THF) was added dropwise. The slurry was stirred for an additional 30 min and then a solution of methyl 4-ethoxybenzoate (6.0 g, 33.3 mmol) in 60 mL of dry THF was added slowly. The stirred reaction mixture was allowed to warm to room temperature overnight. The reaction wasquenched with ice cold saturated aqueous NaH2PO4 (100 mL) and the mixture was extracted with ether (4 × 100 mL). The combined ether extracts were washed with brine (2 × 100 mL), dried (MgSO4), filtered, and evaporated to dryness. The crude homoallylic ketone was purified by silica gel flash chromatography using a gradient of ethyl acetate in hexane as the eluent to give 8 (7.4 g, 95%) as a colorless oil.

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 23676-08-6.

Reference:
Article; Mandal, Pijus K.; Freiter, Eric M.; Bagsby, Allison L.; Robertson, Fredika M.; McMurray, John S.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 20; (2011); p. 6071 – 6073;,
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Adding a certain compound to certain chemical reactions, such as: 4897-84-1, name is Methyl 4-bromobutanoate, 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 4897-84-1, SDS of cas: 4897-84-1

To a solution of 3-bromophenol (3.44 g, 20.0 mmol) and methyl 4-bromobutanoate (4.32 g, 24.0 mmol) in DMF (20 mL) was added K2co3 (5.52 g, 40.0 mmol). The mixture was stirred at rt for 0.5 h and then heated with stirring at 90 oC for 1 h. After diluting with EtOAc (200 mL), the mixture was washed with water (3 x 50 mL), dried and concentrated. The crude product was purified by silica gel column chromatograph (petroleum/EtOAc = 10:1) to give methyl 4-(3- bromophenoxy)butanoate as a white liquid (5.2 g, yield: 96percent). ESI-MS (M+H) +: 273.1

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; BIOGEN MA INC.; HOPKINS, Brian, T.; MA, Bin; PRINCE, Robin; MARX, Isaac; LYSSIKATOS, Joseph, P.; ZHENG, Fengmei; PETERSON, Matthew; PATIENCE, Daniel, B.; (205 pag.)WO2018/191577; (2018); A1;,
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