Category: 30041-95-3

Electric Literature of 30041-95-3,Some common heterocyclic compound, 30041-95-3, name is Ethyl 2-(4-cyanophenoxy)acetate, molecular formula is C11H11NO3, 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 8 {4-[4,5-bis-(4-Chloro-phenyl)-4,5-dihydro-1H-imidazol-2-yl]-phenoxy}-acetic Acid Ethyl Ester To a solution of 4-hydroxy-benzonitrile (1 g, 8.395 mmol) in dimethylformamide (10 mL) were added potassium carbonate (2.321 g, 16.79 mmol) and ethyl bromoacetate (1.117 mL, 10.07 mmol), respectively. The reaction mixture was stirred at room temperature for 23 h. It was taken in ethyl acetate and diethyl ether (1:1 ratio), and the solid was filtered off. The filtrate was washed with water, brine and dried over anhydrous sodium sulfate. The solid was then filtered off, and the filtrate was concentrated in vacuo to afford ethyl (4-cyano-phenoxy)-acetate. It was used without further purification. Hydrogen chloride gas was passed through a solution of ethyl (4-cyano-phenoxy)-acetate (1.48 g, 7.212 mmol) in anhydrous ethanol (160 mL) at 0 C. After 6 h, hydrogen chloride gas was stopped and the reaction vessel was sealed with a Teflon stopper. After being stirred at room temperature for 3 d, the reaction vessel was cooled to 0 C. and the stopper was removed. The solvent was evaporated in vacuo, and the residue was triturated in diethyl ether to give the product as a white solid. Ethyl (4-ethoxy-carbonimidoyl-phenoxy)-acetate hydrochloride (1.74 g, 84%) was collected by filtration and dried under vacuum. It was used without further purification. A solution of meso-1,2-bis-(4-chloro-phenyl)-ethane-1,2-diamine (500 mg, 1.778 mmol) and ethyl (4-ethoxycarbonimidoyl-phenoxy)-acetate hydrochloride (614 mg, 2.134 mmol) in ethanol (15 mL) was heated at gentle reflux for 24 h. Upon cooling to room temperature, the solvent was removed and the residue was taken in ethyl acetate. It was washed with sodium bicarbonate solution, water, brine and dried over anhydrous sodium sulfate. The solid was then filtered off, and the filtrate was concentrated in vacuo. Purification of the residue by flash chromatography (Biotage system, KP-Sil 32-63 mum, 60 A silica gel) eluding with 2-10% methanol in methylene chloride yielded {4-[4,5-bis-(4-chloro-phenyl)-4,5-dihydro-1H-imidazol-2-yl]-phenoxy}-acetic acid ethyl ester (781 mg, 94%). HR-MS (ES, m/z) calculated for C25H23N2O3Cl2 [(M+H)+] 469.1083, observed 469.1079.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-(4-cyanophenoxy)acetate, its application will become more common.

Reference:
Patent; Hoffmann-La Roche Inc.; US6617346; (2003); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 30041-95-3, These common heterocyclic compound, 30041-95-3, name is Ethyl 2-(4-cyanophenoxy)acetate, 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: Intermediates 14 were prepared by following the knownprocedure [22, 29, 30]. The mixture of ethyl 2-chloroacetate(1 mmol), substituted phenols (1 mmol), and K2CO3(1.2 mmol) in acetonitrile was stirred in refluxing for 2 h(the course of the reactions was monitored by TLC), thenfiltered, and the mother liquid was evaporated in vacuo toafford corresponding substituted ethyl 2-phenoxyacetates,which were then reacted with hydrazine hydrate (80%) toyield substituted 2-phenoxyacetohydrazides 14 in>90%yield.

The synthetic route of 30041-95-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Yanyan; Lu, Xiumian; Shi, Jun; Xu, Jiahong; Wang, Fenghua; Yang, Xiao; Yu, Gang; Liu, Zhiqian; Li, Chuanhui; Dai, Ali; Zhao, Yonghui; Wu, Jian; Monatshefte fur Chemie; vol. 149; 3; (2018); p. 611 – 623;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 30041-95-3, These common heterocyclic compound, 30041-95-3, name is Ethyl 2-(4-cyanophenoxy)acetate, 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: B(C6F5)3 (67.3 mg, 0.13 mmol, 5 mol %) was added to a stirred solution of 3,4-dichlorobenzaldehyde (172 mg, 1 mmol) and NaN3 (97.5 mg, 1.5 mmol) in DMF (5 mL) and was heated at 120 C. After completion of reaction (as monitored by TLC), the reaction mixture was cooled to room temperature and was added 5 mL of cold water followed by 10 mL of 2 N HCl and 10 mL of ethyl acetate. The resulting mixture was stirred vigorously for 15 min. The organic layer was separated and aqueous layer was again extracted with ethyl acetate (3 ¡Á 15 mL). The combined organic layer was washed with water and dried over anhydrous sodium sulfate and was evaporated under reduced pressure. The crude product was purified by column chromatography (silica gel, EtOAc/hexane 9:1) to obtain pure 5-(3,4-dichlorophenyl)-1H-tetrazole. The known compounds were characterized and confirmed by comparison of their spectral data and physical properties with reported literature.

Statistics shows that Ethyl 2-(4-cyanophenoxy)acetate is playing an increasingly important role. we look forward to future research findings about 30041-95-3.

Reference:
Article; Prajapti, Santosh Kumar; Nagarsenkar, Atulya; Babu, Bathini Nagendra; Tetrahedron Letters; vol. 55; 24; (2014); p. 3507 – 3510;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts