Category: 15666-97-4

Adding a certain compound to certain chemical reactions, such as: 15666-97-4, name is Octyl 2-cyanoacetate, belongs to nitriles-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 15666-97-4, Recommanded Product: Octyl 2-cyanoacetate

General procedure: Aldehyde 5a-d (1.0equiv.), cyanoalkyl acetate (3.0equiv.) and a few drops of triethylamine were dissolved in chloroform (30mL) under a nitrogen atmosphere and heated to reflux overnight. After the completion of the reaction, water was added and the product was extracted with dichloromethane, washed with brine and dried over anhydrous MgSO4. The crude product was purified by column chromatography with dichloromethane/Hexanes as eluent. It was then further purified by trituration with acetone to yield the desired compounds 1-4.

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, Octyl 2-cyanoacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Priyanka, Pragya; Vegiraju, Sureshraju; Lin, Jhe-Yi; Ni, Jen-Shyang; Huang, Hsun-Ying; Dwi Agustin, Rachmawati; Yau, Shueh Lin; Lin, Tzu-Chau; Chen, Ming-Chou; Dyes and Pigments; vol. 133; (2016); p. 65 – 72;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 15666-97-4, name is Octyl 2-cyanoacetate, A new synthetic method of this compound is introduced below., Computed Properties of C11H19NO2

d) In a 20 mL one-necked flask,Compound 2 (0.15 g, 0.1 mmol)And n-octyl cyanoacetate (0.2 g, 1 mmol) were dissolved in 20 mL of dry chloroform,Piperidine (0.1 mL) was added under argon,Followed by heating to 60 C for 24 h.After the reaction is over,The mixture was poured into water,Extracted with dichloromethane,The organic phase was collected and dried to give the crude product,And the product was separated by silica gel column using petroleum ether: dichloromethane (2: 1 by volume)Recrystallization from chloroform and methanol gave the dark red solid product NDFP-CNCOO (30 mg, yield: 14.6%),The synthetic compound NDFP-CNCOO is characterized as follows:

The synthetic route of 15666-97-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Central South University; Peng Hongjian; Luan Xiangfeng; Feng Liuliu; Li Hang; Zou Yingping; (11 pag.)CN106939013; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 15666-97-4,Some common heterocyclic compound, 15666-97-4, name is Octyl 2-cyanoacetate, molecular formula is C11H19NO2, 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 500 mL three-neck flask reactor equipped with a thermometer,32 mL (0.25 mol) of n-octyl cyanoacetate was added,Tetrabutyl ammonium bromide 10mL,3-Diethylamino acrolein62mL (0.5mol),Place the prepared device in the microwave.Set microwave radiation conditions, 40C temperature,Microwave power is 100W and frequency is 2450MHz.TLC test (petroleum ether:dichloromethane 1:2 development, sublimation iodine coloration) 3-diethylamino acrolein reaction is complete,Cool down to room temperatureHCl gas was passed through and the reaction was continued under microwave irradiation and the reaction was followed by HPLC until the reaction was complete.Add 5% potassium hydroxide solution to adjust the pH = 5-6, liquid separation, the aqueous layer was extracted with butyl acetate 20mL × 3 times,The organic layers are combined, washed after washing, and the molecular sieves are dried.After filtration and evaporation of the solvent, butyl acetate is recovered.An n-octyl 2-chloronicotinate was obtained, 61.3 g of a colorless liquid, with a yield of 92.4%. :

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

Reference:
Patent; Shandong Normal University; Liu Yufa; Li Dechao; Gu Qiaolian; Sun Lin; Xu Jun; Zhao Jianxia; Cheng Guiying; (11 pag.)CN104945316; (2018); B;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 15666-97-4,Some common heterocyclic compound, 15666-97-4, name is Octyl 2-cyanoacetate, molecular formula is C11H19NO2, 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.

To a solution of compound 1 (575 mg, 1 mmol) in chloroform (30 mL), octyl cyanoacetate (601 mg, 3.05 eq) and two drops of triethylamine were added, and the mixture was refluxed overnight under nitrogen. After cooling to r.t., DCM was added and the solution was washed with water and dried over MgSO4. After solvent was removed by evaporation, the residue was purified through column chromatography (silica gel, petroleum ether:ethyl acetateof 2:1 in v:v) to give target compound (890 mg) as a deep orange solid with yield of 80%. 1H NMR (300 MHz, CDCl3) (ppm): 8.28 (s, 3H), 7.75-7.73 (d, 3H, J 7.4 Hz), 7.65-7.63 (d, 6H, J 8.7 Hz),7.38-7.37 (d, 3H, J 4.0 Hz), 7.20-7.17 (d, 6H, J 8.7 Hz), 4.31-4.27 (t, 6H, J 6.7 Hz), 1.77-1.70 (m, 6H), 1.42-1.28 (m, 30H), 0.89e0.85(m, 9H). 13C NMR (75 MHz, CDCl3) (ppm): 163.1, 153.9, 147.6, 146.4,139.3, 134.6, 128.2, 127.8, 124.7, 124.7, 123.9, 116.1, 97.7, 66.6, 31.8,29.2, 29.1, 28.6, 25.8, 22.6, 14.1. FTIR (KBr, cm-1): 3023, 2956, 2924,2854, 2215 (C?N), 1719 (C?O), 1580, 1495, 1438, 1327, 1279, 1217,1189, 1096, 1066. MS (MALDI-TOF) calcd for C66H72N4O6S3 1112.461, found 1112.366. Melting point (Mp) 146.2 C. HRMS: M+ calcd for 1112.4506, found 1112.4512.

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

Reference:
Article; Li, Wei; Li, Qingduan; Duan, Chunhui; Liu, Shengjian; Ying, Lei; Huang, Fei; Cao, Yong; Dyes and Pigments; vol. 113; (2015); p. 1 – 7;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 15666-97-4, name is Octyl 2-cyanoacetate, belongs to nitriles-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 15666-97-4, Formula: C11H19NO2

General procedure: Aldehyde 5a-d (1.0equiv.), cyanoalkyl acetate (3.0equiv.) and a few drops of triethylamine were dissolved in chloroform (30mL) under a nitrogen atmosphere and heated to reflux overnight. After the completion of the reaction, water was added and the product was extracted with dichloromethane, washed with brine and dried over anhydrous MgSO4. The crude product was purified by column chromatography with dichloromethane/Hexanes as eluent. It was then further purified by trituration with acetone to yield the desired compounds 1-4.

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, Octyl 2-cyanoacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Priyanka, Pragya; Vegiraju, Sureshraju; Lin, Jhe-Yi; Ni, Jen-Shyang; Huang, Hsun-Ying; Dwi Agustin, Rachmawati; Yau, Shueh Lin; Lin, Tzu-Chau; Chen, Ming-Chou; Dyes and Pigments; vol. 133; (2016); p. 65 – 72;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 15666-97-4, 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. 15666-97-4 name is Octyl 2-cyanoacetate, 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.

Preparation of aryl-bis-(2-cyano-3-hydroxy-acrylic acid) ester (102): R = N-OCTYL, I-OCTYL (102) A 1.6 m solution MMOL of n-BuLi in hexane is added at-10C to a solution of 1 mmol diiso- propylamine in THFabs (6 ML/ML DIISOPROPYLAMINE). The mixture is stirred for 15 min. and than cooled down to-78C. After that the solution of 0.5 mmol of the corresponding cyano acetate is added in THF (1 MI/ g cyanoacetate) at this temperature initially, additionally stirred for 15 min and than the SOLU- tion of 0.5 mmol of the acid chloride is added in THF (2 ML/G acid chloride). After stirring of 45 min AT-78C the reaction mixture is quenched at this temperature with 15 % HCI und warmed up to room temperature over night.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Octyl 2-cyanoacetate, and friends who are interested can also refer to it.

Reference:
Patent; CIBA SPECIALTY CHEMICALS HOLDING INC.; WO2005/12235; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 15666-97-4, 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 15666-97-4 as follows.

Under argon gas protection, to a two-ported flask filled with 3T(OEH-BDT)3T(CHO)2 (360 mg, 0.2 mmol), octyl cyanoacetate (10-fold molar equivalent) and 100 mL of dry trichloromethane was added dropwise several drops of triethylamine. The mixture was stood at room temperature overnight. The mixture was poured into 100 mL of water and extracted with dichloromethane (30 mL¡Á3). The organic phase was washed with water (60 mL), saturated saline (60 mL) and water (60 mL), successively. The organic phase was dried over anhydrous sodium sulfate. After the solvent was removed under reduced pressure, the resultant product was separated with chromatographic column, in which petroleum ether-dichloromethane (1:2) was eluant, to give a brown solid (yield: 91%). MALDI-TOF MS (m/z): C106H148N2O4S8 [M]+, calculated: 1800.91; found: 1800.90.

According to the analysis of related databases, 15666-97-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NANKAI UNIVERSITY; Chen, Yongsheng; Wan, Xiangjian; Liu, Yongsheng; Li, Zhi; Zhou, Jiaoyan; Wang, Fei; He, Guangrui; Long, Guankui; US9184315; (2015); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 15666-97-4 name is Octyl 2-cyanoacetate, 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. 15666-97-4

Octyl cyanoacetate (154 mg, 0.780 mmol) was added to a solution of 18 (390 mg, 0.300 mmol) and piperidine (0.1 mL) in dry CHCl3 (80 mL) and then the solution was stirred for 24 h under N2 at 60 C. Water was added and the reaction mixture was extracted with CHCl3, the combined extracts were washed three times with water and then dried (MgSO4). The solvent was evaporated under reduced pressure and the crude product further purified through column chromatography (SiO2, n-hexane/CHCl3 = 3:2) to afford a dark powder (0.434 g, 87%). 1H NMR (CDCl3, 400 MHz) delta ppm: 8.20 (s, 2H), 7.71 (s, 2H), 7.58 (s, 2H), 7.36 (d, J = 3.6 Hz, 2H), 7.21 (s, 2H), 6.92 (d, J = 3.6 Hz, 2H), 4.29 (t, J = 6.8 Hz, 4H), 2.89~2.81 (m, 12H), 1.79~1.63 (m, 14H), 1.47~1.26 (m, 60H), 0.97~0.87 (m, 30H).13C NMR (100 MHz, CDCl3) delta ppm: 163.15, 146.11, 146.03, 141.89, 141.66, 140.90, 140.67, 139.18, 137.00, 136.74, 136.45, 133.68, 133.52, 132.98, 131.04, 127.88, 125.55, 123.58, 122.14, 116.03, 97.77, 66.59, 41.49, 34.31, 32.55, 31.79, 31.63, 31.59, 30.58, 30.09, 29.57, 29.19, 29.11, 28.94, 28.58, 30.09, 29.57, 29.19, 29.11, 28.94, 28.58, 25.82, 25.73, 23.04, 22.65, 22.59, 14.17, 14.10, 14.08, 10.91. MS (MALDI-TOF): calcd. for C98H132N2O4S8 [M]+, 1656.79; found 1656.76.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Octyl 2-cyanoacetate, and friends who are interested can also refer to it.

Reference:
Article; Yin, Ni; Wang, Lilei; Lin, Yi; Yi, Jinduo; Yan, Lingpeng; Dou, Junyan; Yang, Hai-Bo; Zhao, Xin; Ma, Chang-Qi; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 1788 – 1797;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts