Month: September 2021

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 35180-01-9 as follows. Recommanded Product: Chloromethyl isopropyl carbonate

Step 1. Preparation of Iodomethylisopropyl carbonate: Tea solution of anhydrous sodium iodide (6 g, 40 mmol) in anhydrous acetonitrile (20 mL) chloromethyl isopropyl carbonate (2.9 g, 19 mmol) in anhydrous, acetonitrile (10 mL) was added drop wise over 20 min. The reaction mixture, covered with aluminum foil (protected from light) was stirred at room temperature overnight. The solid separated was filtered, washed with acetonitrile and the filtrate was concentrated under reduced pressure. Residue was dissolved in water (10 mL) and organics were extracted in ether (25 mL). Ether extracts were washed with sodium bisulfite (5%, 10 mL), later brine (10 mL). Organic layer was dried over anhydrous, sodium, sulfate, filtered, concentrated and dried under high dried vacuum. Yield 2.72 g (58%); 1H-NMR delta 1.3 (d, 6H), 4.95 (m, 1H), 5.95 (s, 2H).

According to the analysis of related databases, 35180-01-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SPRING BANK PHARMACEUTICALS, INC.; Iyer, Radhakrishnan P.; Coughlin, John Edward; (35 pag.)US2015/329864; (2015); A1;,
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Electric Literature of 6624-71-1,Some common heterocyclic compound, 6624-71-1, name is Dodecyl isobutyrate, molecular formula is C16H32O2, 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 I Dodecyl 3-hydroxy-2,2,3-trimethyl-4-oxopentanoate STR7 To a solution of diisopropylamine (5.56 g, 0.055 mole) in 200 ml of dry ether at 0 C. under nitrogen is added with stirring n-butyllithium (0.055 mole) in hexane (31 ml). The resulting mixture is cooled to -70 C., and a solution of dodecyl isobutyrate (12.8 g, 0.05 mole) in ether (25 ml) is added dropwise over a period of 20 minutes. The mixture is warmed to -15 C., and a solution of 2,3-butanedione (4.73 g, 0.055 mole) in ether (10 ml) is added rapidly. The mixture then is stirred at -5 C. for 15 minutes. The reaction mixture is combined with 200 ml of saturated ammonium chloride solution, and the separated organic layer is washed in sequence with 200 ml of 0.5N HCl, 200 ml of saturated sodium bicarbonate, and 200 ml of saturated sodium chloride. The solution is dried over magnesium sulfate and the solvent is removed under reduced pressure to give 19 g of an oil. The oil is distilled in a Kugelrohr apparatus (air bath temperature 85-115 C. at 0.1 mm Hg) to provide 13.5 g of almost pure product. Fractional distillation of the oil yields 11.5 g of pure product (67%), b.p. 132-133 C. at 0.05 mm Hg. IR and NMR data confirm the above structure. Anal. calc. for C20 H38 O4: C, 70.13; H, 11.18. Found: C, 70.11; H, 11.24.

The synthetic route of 6624-71-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Philip Morris Incorporated; US4701282; (1987); A;,
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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. 14064-10-9, name is Diethyl 2-chloromalonate, A new synthetic method of this compound is introduced below., Safety of Diethyl 2-chloromalonate

General procedure: To a stirred solution of 2 (2 mmol) and 3 (2 mmol) in 10 mL of CH2Cl2was added 0.24 mL of isoquinoline (2 mmol) dropwise at 10 8Cover 5 min. The reaction mixture was then allowed to warm toroom temperature and stand for 12 h. The solvent was removedunder reduced pressure, and the residue was purified by silica gel(Merck 230?240 mesh) column chromatography using n-hexane/EtOAc (3:1) mixture as eluent to afford the pure 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; Piltan, Mohammad; Yavari, Issa; Moradi, Loghman; Chinese Chemical Letters; vol. 24; 11; (2013); p. 979 – 983;,
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Synthetic Route of 1128-00-3, These common heterocyclic compound, 1128-00-3, name is Ethyl 2-aminocyclohex-1-enecarboxylate, 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.

In a 2000 ml flask were charged ethyl 2-aminocyclohexene-1-carboxylate (80.0 g, 472.8 mmol), pyridine (37.4 g, 472.8 mmol), and acetonitrile (190 ml), and the mixture was dissolved by heating to 40 C. While keeping the mixture at 40-50 C., a solution (126 ml) of benzyl chloride (63.14 g, 449.2 mmol) in acetonitrile was added dropwise. The mixture was stirred at 50-60 C. for 1.5 hr, cooled, and water (631 ml) was added dropwise at 20-30 C. over 30 min. After stirring at the same temperature for 30 min, the precipitate was collected by filtration and washed with water (631 ml). The obtained powder was dried under reduced pressure at 60 C. yield 119.62 g, 97%. [0533] Anal. calcd. for C16H19NO3, C, 70.31; H, 7.01; N, 5.12. found C, 70.29; H, 7.15; N, 5.08. HR-Ms calcd. for C16H19NO3, 274.1438 ([M+H]+). found, 274.1428 ([M+H]+).

The synthetic route of 1128-00-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yamano, Mitsuhisa; Yamada, Masatoshi; Usutani, Hirotsugu; US2015/51416; (2015); A1;,
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Synthetic Route of 1865-29-8, 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. 1865-29-8, name is Methyl 2-phenylacrylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Add Cu (OAc) 2 · H2O (2.0mg) to a dry reaction flask replaced with nitrogen(R) -L4 (Ar ‘= 4-Me-3,5- (t-Bu) 2-Ph) (5.6 mg), toluene (2.0 mL), and stirred at room temperature until a blue solution.Reduce the temperature to -25 , add Poly(methylhydrosiloxane) (120muL) and tert-butanol (182muL) to the above liquid,After stirring for 5 min, methyl 2-phenylacrylate (161 mg) was added.After stirring for 2h, then add saturated NH4Cl solution (4.0mL), continue stirring for 30min, and then separate the liquid,The aqueous phase was extracted with ethyl acetate (3 × 5.0 mL), and the combined organic phase was washed with saturated NaCl solution,The product was dried, concentrated and separated by anhydrous sodium sulfate (149mg, yield 91%, ee 35%,The dominant configuration is (S) -configuration.

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

Reference:
Patent; Dalian University; Li Zhengning; Zhao Xiaoyuan; Bai Rui; Li Quancheng; Jiang Lan; (11 pag.)CN110903189; (2020); A;,
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Related Products of 1014645-87-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1014645-87-4 name is Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 2,5-dichloronicotinic acid (1.84 g, 7.06 mmol) in dry dimethylformamide (15 ml) 1-Hydroxybenzotriazole hydrate (1.08 g, 7.06 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (2.03 g, 10.58 mmol), a solution of methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (D7) (1.67 g, 7.06 mmol) and triethylamine (0.98 ml, 7.06 mmol) in dry dimethylformamide (15 ml) was added and the resulting mixture was stirred 1 h at room temperature. NH4Cl saturated solution (50 ml) was added the mixture was extracted with ethylacetate (3×50 ml). Collected organics, after solvent evaporation, was purified by Biotage column SNAP-Si (50g) eluting with a mixture dichloromethane/ethylacetate from 100/0 to 95:5. Collected organics after solvent evaporation afforded the title compound (D97) (1.03 mg)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Borriello, Manuela; Rovati, Lucio; Stasi, Luigi Piero; Buzzi, Benedetta; Colace, Fabrizio; US2013/261100; (2013); 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 35598-05-1 as follows. name: Methyl 4-methoxy-2-methylbenzoate

To a solution of methyl o-methylbenzoate (1.00 equiv) in CHCl3 (2-5 mL per mmol of methyl o-methylbenzoate) or CCl4 (5 mL per mmol of methyl o-methylbenzoate) was added NBS(1.10-2.20 equiv) and AIBN (0.02-0.04 equiv). The reaction was refluxed for 2-22 h before being cooled to rt. The solvent was then removed in vacuo (CHCl3 solvent) or via distillation (CCl4 solvent) within a fumehood to afford the desired brominated compound. CAUTION: CHCl3 and especially CCl4 are extremely toxic and carcinogenic and thus must be handled cautiously with gloves and within a fumehood appropriately ventilated.

According to the analysis of related databases, 35598-05-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; D’Hollander, Agathe C.A.; Westwood, Nicholas J.; Tetrahedron; vol. 74; 2; (2018); p. 224 – 239;,
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Reference of 10203-58-4,Some common heterocyclic compound, 10203-58-4, name is Diethyl isobutylmalonate, molecular formula is C11H20O4, 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 724: 2-(2-cyclopropylmethoxy-5-fluoro-4′-trifluoromethyl-biphenyl-4-yl)-4- methyl-pentanoic acid. Step lDiethyl 2-(2,5-difluoro-4-nitrophenyl)-2-isobutylmalonate2-Isobutylmalonic acid diethyl ester (40.Og, 0.185 mol) in DMF (5OmL) was added dropwise to a stirred suspension of sodium hydride (60% in mineral oil, 8.0g, 0.33 mol) in 200 mL DMF (20OmL) over 20 min. at O0C under nitrogen. The mixture was stirred for 0.5 h at room temperature, cooled to 0 C and l,2,4-trifluoro-5-nitro-benzene (30.0g, 169.5 mmol) in DMF (15OmL) was added dropwise. The resulting reaction mixture was stirred at room temperature for 16h, poured into ice water (20OmL) and extracted with EtOAc (3x10OmL). The combined organic phases were washed with water (3x10OmL), brine (10OmL) and dried (MgStheta4). Evaporation of solvent under reduced pressure gave a brown oil which was purified by column chromatography over silica gel (Heptane-EtOAc, gradient) to give 57.0 g (90%) of 2-(2,5- difluoro-4-nitrophenyl)-2-isobutylmalonic acid diethyl ester as yellow oil. H NMR (300 MHz, CDCVTMS): delta 7.87 (dd, J = 12.3, 6.0 Hz, IH), 7.79 (dd, J = 10.1, 6.4 Hz, IH), 4.30^1.18 (m, 4H), 2.27 (d, J = 5.8 Hz, 2H), 1.60-1.50 (m, IH), 1.26 (t, J = 7.1 Hz, 6H), 0.82 (d, J = 7.0 Hz, 6H); 13C NMR (75 MHz, CDCI3/TMS): delta 168.2, 155.1 (d, 1JcF = 252.3 Hz), 150.9 (d, 1JcF = 263.2 Hz), 135.7, 135.1, 120.0 (dd, 2JCF = 26.0, 3JCF = 4.0 Hz), 113.0 (d, 2JCF = 29.0 Hz), 62.3, 43.1, 24.9, 23.8, 13.8.

The synthetic route of 10203-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; WO2009/86277; (2009); A1;,
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Electric Literature of 121-98-2, A common heterocyclic compound, 121-98-2, name is Methyl 4-methoxybenzoate, molecular formula is C9H10O3, 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 mixture of methyl benzoates (15.0 mmol), CH3OH (30.0 mL) wereplaced in a 100mL round-bottomed flask equipped with a magnetic stirrer.Stirring for 10 minutes in 0 C. Then hydrazine hydrate (4.0 eq.) was added to the flask. Afterword the mixture was stirred under reflux 8 h, the reaction system was concentrated to remove CH3OH and most of hydrazine hydrate. After cooling, the contents were added petroleum-ether (50 mL) by stirring, then the white solids would be separated, washed with water and dried under vacuum. The yield was 65%~80%.

The synthetic route of 121-98-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Guofu; Yu, Yidong; Zhao, Yiyong; Xie, Xiaoqiang; Ding, Chengrong; Synlett; vol. 28; 11; (2017); p. 1373 – 1377;,
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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. 7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H6N2O4

General procedure: Rh/Au catalyzed (but-3-yn-1-yl)-aniline trapping with diazos: To a 4.0 mL vial equipped with a magnetic stir bar was added Rh2(esp)2 (1 mol %), PPh3AuCl (10 mol %), and AgSbF6 (10 mol %) directly into the reaction vessel. A solution of (but-3-yn-1-yl)-aniline (1.1 equiv.) was then added. Lastly, the diazo (1.0 equiv.) was added. The reaction vessel was sealed and allowed to stir at reflux for 16 h (Take caution when opening reaction flask. Evolution of N2 gas creates pressurized system.) After this time, the crude reaction mixture was filtered through a slurry of celite/silica gel, concentrated, and analyzed via crude 1H NMR. The crude mixture was then purified via flash chromatography to furnish functionalized spiropyrrolidines.

The synthetic route of 7270-63-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hunter, Arianne C.; Almutwalli, Bilal; Bain, Anae I.; Sharma, Indrajeet; Tetrahedron; vol. 74; 38; (2018); p. 5451 – 5457;,
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