Esters-buliding-blocks

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. 2318-25-4 name is Ethyl 3-ethoxy-3-iminopropionate 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. 2318-25-4

(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).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 3-ethoxy-3-iminopropionate hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Eisai Co., Ltd.; EP1669348; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

2435-36-1, These common heterocyclic compound, 2435-36-1, name is Dimethyl cyclopentane-1,3-dicarboxylate, 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.

Preparation of Bicyclic Amine Intermediate 3 (BAI-3) dimethyl bicyclo[2.2.1]heptane-1,4-dicarboxylateFreshly prepared lithium diisopropylamide (15 mL of n-butyllithium (2.5 M solution in hexane) and 5 mL of diisopropylamine were mixed at -30 C. in 50 mL of tetrahydrofuran) was cooled to -78 C. under nitrogen and stirred for 30 minutes. To a solution of dimethyl cyclopentane-1,3-dicarboxylate (2.67 g, 14.37 mmol) in tetrahydrofuran (12 mL) was drop added above freshly lithium diisopropylamide solution over 10 minutes (-75 C.-70 C.). The cold bath was then removed and the mixture was allowed to warm to 0 C. and maintained at that temperature for 20 minutes before being cooled to -80 C. A solution of 1-bromo-2-chloroethane (2 mL, 24 mmol) in tetrahydrofuran (25 mL) was added slowly to the reaction mixture over 35 minutes (-75 C.-70 C.). The reaction solution was then allowed to stir overnight with gradual warming to room temperature. The reaction was quenched by addition of saturated NH4Cl solution (20 mL). After removal of the solvent, 200 mL of ethyl acetate was added. The organic phase was washed with 2 N HCl (120 mL¡Á2), washed with brine and then dried over Na2SO4. After filtration and concentration, the residue was purified by chromatography on a silica gel column (eluted with ethyl acetate/petroleum ether=1/10) to afford the titled compound. 1H NMR (400 MHz, CDCl3), delta (ppm): 3.68 (s, 6H), 2.022.03 (m, 4H), 1.91 (s, 2H), 1.68 (s, 4H); LCMS (ESI+) m/z 213.1 (M+H)+.

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 2435-36-1.

Reference:
Patent; ABBOTT LABORATORIES; US2010/267738; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

104901-43-1,Some common heterocyclic compound, 104901-43-1, name is Methyl 3-bromo-4-methylbenzoate, molecular formula is C9H9BrO2, 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 pressure vessel was charged with methyl 3-bromo-4-methylbenzoate (5.0 g, 22 mmol), DMF (20 ml), water (1.25 ml) and tributylamine (8 ml, 34 mmol). Cesium acetate (2.1 g, 11 mmol) was then added and the flask was purged with N2. Palladium acetate (0.25 g, 1.0 mmol) and triphenylphosphine (2.9 g, 11 mmol) were added and the flask was purged with CO gas. The reaction mixture was then heated at 90 C. under 20 psi of CO gas with vigorous stirring overnight. The reaction mixture was diluted with 50 mL of toluene and extracted with saturated NaHCO3 (3*50 ml). The combined aqueous layer was washed with EtOAc (10 mL), then acidified using 2 N HCl to pH 5. The volume was reduced to about 50 mL and the resulting precipitate was collected by filtration, washed with water and dried to give 5-(methoxycarbonyl)-2-methylbenzoic acid as a white solid. MS (ESI, pos. ion) m/z: 193.1 (M-1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 104901-43-1, its application will become more common.

Reference:
Patent; Dimauro, Erin F.; Bemis, Jean E.; Chaffee, Stuart C.; Chen, Ning; Hu, Essu; Kunz, Roxanne; Martin, Matthew W.; McGowan, David C.; Rumfelt, Shannon; US2007/72862; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

5616-81-9, The chemical industry reduces the impact on the environment during synthesis 5616-81-9, name is tert-Butyl 2-(methylamino)acetate, I believe this compound will play a more active role in future production and life.

To a solution of methyl-4-formyl benzoate (2.0 g, 12.2 mmol) and sarcosine /er/-butyl ester (2.7 g, 14.6 mmol) in 1 ,2-dichloroethane (60 mL) was added 10 drops of glacial acetic acid followed by sodium triacetoxy borohydride (5.6 g, 26.8 mmol). The reaction mixture was heated to 60C and stirred at this temperature for 20 hours. The solution was poured into aqueous saturated NaHCO3 and extracted twice with EtOAc. The combined organic phases were dried (MgSO4), filtered and concentrated in vacuo to afford 1.32 g of the desired product that was used without further purification: 1H NMR (400 MHz, cfe-DMSO) delta 7.91 (d, J= 8.0 Hz, 2H), 7.44 (d, J= 8.0 Hz, 2H), 3.83 (s, 3H), 3.69 (s, 2H), 3.18 (s, 2H), 2.23 (s, 3H), 1.42 (s, 9H); ESI+ MS: m/z (rel intensity) 294 (40, M+H).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 2-(methylamino)acetate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; METASTATIX, INC.; WO2008/109154; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common heterocyclic compound, 35180-01-9, name is Chloromethyl isopropyl carbonate, molecular formula is C5H9ClO3, 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. 35180-01-9.

2-butyl-4-chloro-1-[2′-(1H-tetrazol-5-yl)1,1′-biphenyl-methyl]imidazole-5-carbo xylic acid (prepared by the method disclosed in) was reacted with trityl chloride to obtain 2-butyl-4-chcloro-1-[2′-(1-triphenylmethyl-tetrazol-5-yl)1,1′-biphenyl-methyl]imidazol e-5-carboxylic acid. To a 100 ml of one-necked flask, 0,523 g of 2-butyl-4-chloro-1-[2′-(1-triphenylmethyl-tetrazol-5-yl)1,1′-biphenyl-methyl]imidazol e-5-carboxylic acid, 0 124 g of potassium carbonate, and 5 ml of N,N-dimethylacetamide were added in turn The solution was stirred at the room temperature for 20 minutes. Then 0.562 g of 1-chloromethyl isopropyl carbonate was added and the mixture was reacted at 45 – 50 C for 16 h. After the reaction was completed, the mixture solution was filtered, and 30 ml of water was added into the filtrate. The resulting mixture was extracted with 30 ml of ethyl acetate twice. The organic phase was dried and concentrated to give 1.724 g of oil, which was directly used in the next reaction without purification

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

Reference:
Patent; SHANGHAI ALLIST PHARMACEUTICAL., INC.; EP2103610; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

28868-76-0, The chemical industry reduces the impact on the environment during synthesis 28868-76-0, name is Dimethyl 2-chloromalonate, I believe this compound will play a more active role in future production and life.

(1) In a 1 L reaction flask equipped with mechanical stirring, temperature display and distillation column, 430 ml of anhydrous dioxane was added.166.6 g of dimethyl chloromalonate and 10 g of dried potassium iodide;(2) 87.5 g of anhydrous potassium fluoride was activated by microwave drying, and added to the above reaction bottle;(3) heating to 100 C under reflux, and reacting for 1 hour;(4) collecting a fraction of 74-78 C through a distillation column;(5) The distillation temperature is up to 78 C to stop heating, to obtain crude dimethyl 2-fluoromalonate;(6) A total of 160g of crude product was collected, and the content of dimethyl 2-fluoromalonate was 91.6%, which was equivalent to 146.6 g of pure product;(7) Refining obtained 136 g of dimethyl 2-fluoromalonate, the content was 99.5%, and the yield was 90.2%.

The chemical industry reduces the impact on the environment during synthesis Dimethyl 2-chloromalonate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sinopharm Group Chemical Reagent Co., Ltd.; Guo Jianguo; Gu Xiaoyan; Wu Xiaolan; Huang Hao; (4 pag.)CN109824512; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

1559-02-0, 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. 1559-02-0, name is Diethyl 1,1-cyclopropanedicarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 64 Preparation of ethyl 1-(hydroxymethyl)cyclopropanecarboxylate A 1M solution of lithium aluminum tri-tert-butoxyhydride in tetrahydrofuran (70.90 mL, 70.90 mmol) was added to a stirred solution of diethyl cyclopropane-1,1′-dicarboxylate (6 g, 32.20 mmol) in tetrahydrofuran (129 mL) at 23 C. The resulting solution was heated to 65 C. and stirred for 24 h. The cooled reaction mixture was diluted with a 10% solution of sodium bisulfate (275 mL) and extracted with ethyl acetate. The combined organic layers were dried (MgSO4), filtered, and concentrated to dryness to give the desired product as a pale yellow oil (4.60, 91%): 1H NMR (300 MHz, CDCl3) delta 4.16 (q, J=7 Hz, 2H), 3.62 (s, 2H), 2.60 (br s, 1H), 1.22-1.30 (m, 5H), 0.87 (dd, J=7, 4 Hz, 2H).

The synthetic route of 1559-02-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; Buysse, Ann M.; Niyaz, Noormohamed M.; Demeter, David A.; Zhang, Yu; Walsh, Martin J.; Kubota, Asako; Hunter, Ricky; Trullinger, Tony K.; Lowe, Christian T.; Knueppel, Daniel I.; Patny, Akshay; Garizi, Negar; LePlae, JR., Paul Renee; Wessels, Frank J.; Ross, JR., Ronald; DeAmicis, Carl; Borromeo, Peter; (118 pag.)US2016/60245; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 10601-80-6, name is Ethyl 3,3-diethoxypropionate, 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. 10601-80-6

General procedure: A mixture of montmorillonite K-10 (75 mg), an appropriate aniline 1 (150 mg, 1.2 mmol), ethyl-3,3-diethoxypropionate (3) (579 mg, 3 mmol) and an aldehyde (166 mg, 1.34 mmol) in pure water (7.5 mL) was stirred at 90 C for the time mentioned in Table 2. After completion of the reaction (indicated by TLC), the mixture was cooled to room temperature and filtered. The filtrate was extracted with EtOAc (3 ¡Á 5 mL). The organic layers were collected, combined, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using ethyl acetate-hexane to give the desired product.

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 10601-80-6.

Reference:
Article; Reddy, T. Ram; Reddy, G. Rajeshwar; Reddy, L. Srinivasula; Meda, Chandana Lakshmi T.; Parsa, Kishore V.L.; Kumar, K. Shiva; Lingappa; Pal, Manojit; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 395 – 404;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

555-43-1, 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. 555-43-1, name is Propane-1,2,3-triyl tristearate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Into a single-necked reaction flask, 1 equivalent of myristin (0.27 g, 0.37 mmol) and 3 equivalents of 11-(hexadecylthio)undecan-1-ol (0.48 g, 1.12 mmol) were added. After the addition of the catalyst (0.030 g, 15 mmol%), the mixture was heated with stirring in glycerin bath at 110 C (bath temperature) for 6 h, at the end of which the reaction mixture was cooled and sufficient amount of MeOH was added. The resulting solid product was filtered under vacuum and washed successfully with MeOH. The yield of 11-(hexadecylthio)undecyl tetradecanoate was 0.67 g, 93%. The productis of sufficient purity for further spectroscopic analysis.

The synthetic route of Propane-1,2,3-triyl tristearate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Y?ld?r?m, Ayhan; K?raylar, Kaan; Oeztuerk, Serkan; Research on Chemical Intermediates; vol. 46; 1; (2020); p. 215 – 230;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common heterocyclic compound, 619-42-1, name is Methyl 4-bromobenzoate, molecular formula is C8H7BrO2, 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. 619-42-1.

2.52a. methyl 4′-bromo-biphenyl-4-carboxylate 0.54 g (2.5 mmol) of methyl 4-bromo-benzoate is dissolved in 10 mL dioxane and 2.5 mL 2M-sodium carbonate solution. 0.6 g (3 mmol) of 4-bromophenyl-boric acid and 0.12 g (0.1 mmol) of tetrakis-(triphenylphosphine)-palladium are added successively and the reaction is refluxed for 5 hours. The reaction mixture is combined with water and EtOAc, filtered and the phases are separated. The aqueous phase is extracted with EtOAc and the combined organic phases are dried over MgSO4. After elimination of the drying agent and solvent the residue is triturated with acetonitrile, suction filtered and dried in the air. Yield: 100 mg (13.7% of theory); C14H11BrO2 (M=291.15); calc.: molar peak (M+H)+: 291/293 fnd.: molar peak (M+H)+: 291/293; Rf value: 0.68 (silica gel, petroleum ether/EtOAc 8:2).

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

Reference:
Patent; Boehringer Ingelheim International GmbH; US2004/242572; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics