Category: 3598-14-9

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. 3598-14-9, name is Phenoxyacetonitrile, A new synthetic method of this compound is introduced below., Quality Control of Phenoxyacetonitrile

(a) 5 millimoles (0.665 g) of phenoxy-acetonitrile are dissolved in 8 ml of anhydrous toluene at 0 C., under an argon atmosphere 7.5 millimoles of a toluenic solution 1.5 M of diisobutylaluminum hydride (5 ml) are added dropwise, at this temperature. The stirring is maintained for 1 hour at 0 C., then 5.9 ml (1.3 eq) of diethylaluminum cyanide are added. The reaction mixture is stirred for 3 hours at room temperature, then hydrolyzed with 4 ml of methanol and pasty sodium sulfate. After purification by high pressure liquid chromatography on silica, there are obtained 0.182 g of 2-amino-3-phenoxy-propionitrile, in form of a cream-colored solid-state product; M.P. 65 C., yield: 22%.

The synthetic route of 3598-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Albert Rolland S.A.; US4942221; (1990); A;,
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. 3598-14-9, name is Phenoxyacetonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of Phenoxyacetonitrile

(a) 5 millimoles (0.665 g) of phenoxy-acetonitrile are dissolved in 8 ml of anhydrous toluene at 0 C., under an argon atmosphere 7.5 millimoles of a toluenic solution 1.5 M of diisobutylaluminum hydride (5 ml) are added dropwise, at this temperature. The stirring is maintained for 1 hour at 0 C., then 5.9 ml (1.3 eq) of diethylaluminum cyanide are added. The reaction mixture is stirred for 3 hours at room temperature, then hydrolyzed with 4 ml of methanol and pasty sodium sulfate. After purification by high pressure liquid chromatography on silica, there are obtained 0.182 g of 2-amino-3-phenoxy-propionitrile, in form of a cream-colored solid-state product; M.P. 65 C., yield: 22%.

The synthetic route of 3598-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Albert Rolland S.A.; US4942221; (1990); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 3598-14-9, name is Phenoxyacetonitrile, 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 3598-14-9, name: Phenoxyacetonitrile

A mixture of 1 g of phenoxyacetonitrile, 2.4 g of K2CO3 and 1.2 g of hydroxylamine hydrochloride in 60 ml of EtOH and 10 ml of water is heated at reflux for 3 hours. The reaction mixture is concentrated under vacuum and the residue is taken up in water and extracted with AcOEt. The organic phase is extracted with 1N HCl solution, the aqueous phase is alkalified by adding 1N NaOH solution, extracted with AcOEt and dried over MgSO4, and the solvent is evaporated under vacuum. This gives 0.9 g of the expected compound in the form of a colourless oil which crystallizes. 1H NMR: CDCl3 (300 MHz): delta (ppm): 4.56: s: 2H; 4.90: s: 2H; 6.95-7.02: m: 3H; 7.26-7.32: m: 2H.

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, Phenoxyacetonitrile, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 3598-14-9, name is Phenoxyacetonitrile, 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 3598-14-9, Recommanded Product: 3598-14-9

To a solution of the diamine 1 (212 mg, 1.0 mmol) in toluene (6 mL) is added 2.0M trimethylaluminum in toluene (1.0 mL, 2.0 mmol) followed by a solution of phenoxyacetonitrile (133 mg, 1.0 mmol) in toluene (1 mL). The solution is heated at 60 C. for 2 h, then cooled to RT. The reaction mixture is quenched with sat. sodium bicarbonate solution (2 mL) and EtOAc is added, and the solution filtered. The filtrate is evaporated, and the residue purified by chromatography on silica gel; elution with dichloromethane:MeOH (9:1) gives 119 mg of the product 383. 1H NMR (CDCl3) delta 7.37 (t, 2H), 7.1-6.9 (m, 9H), 6.88 (bs, 4H), 5.4 (bd, 2H), 5.01 (bs, 2H); MS: m/z 329 (M++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; Aventis Pharmaceuticals Inc.; US2005/26916; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 3598-14-9,Some common heterocyclic compound, 3598-14-9, name is Phenoxyacetonitrile, molecular formula is C8H7NO, 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.

(4) In a 1L hydrogenation tank, 100g of phenoxyacetonitrile and 3g of Raney-Ni, 400mL of ethanol are added and H2 is continuously charged, so that the pressure of the system during the reaction is always maintained at 7MPa. After the reaction was performed at a reaction temperature of 90C for 1 hour, the temperature was lowered. After the temperature in the reactor was lowered to room temperature, the mixture was purged, and phenoxyethylamine (purity of 99% or more) was obtained by filtration and recrystallization. The yield was 93% by weight.

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

Reference:
Patent; Sinopec Corporation; Sinopec Yangzi Petrochemical Co., Ltd.; Sun Hailong; Wei Yanyu; Gao Yilong; Chen Xinhua; Miao Jun; Li Na; Kan Lin; Bai Jiye; Chen Shaohui; Yang Aiwu; Xu Yuexing; (84 pag.)CN104557610; (2018); B;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 3598-14-9, 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. 3598-14-9 name is Phenoxyacetonitrile, 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.

General procedure: To a stirred suspension of corresponding nitrile and hydroxylamine hydrochloride (1.5 equiv.) in EtOH (10 mL per gram of nitrile) a NaHCO3 (1.5 equiv.) was added. The reaction mixture was stirred under reflux for a 6 h. After the reaction had completed, the reaction mixture was concentrated under reduced pressure, and the residue was diluted with cold water (200 mL). The resulting precipitate was filtered off and washed with cold water (50 mL).

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

Reference:
Article; Presnukhina, Sofia; Tarasenko, Marina; Baykov, Sergey; Smirnov, Sergey N.; Boyarskiy, Vadim P.; Shetnev, Anton; Korsakov, Mikhail K.; Tetrahedron Letters; vol. 61; 9; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A common heterocyclic compound, 3598-14-9, name is Phenoxyacetonitrile, molecular formula is C8H7NO, 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. 3598-14-9.

To a stirring solution of the 2-[8-(benzyloxy)quinolin-7-yl]-l-phenylethanol(0.302 mmol) in phenoxyacetonitrile (9.05 mmol, 30 eq.) at -1O0C was dropwise added cone, sulfuric acid (1.51 mmol, 5.0 eq.). On completion of addition, the reaction mixture was allowed to warm to room temperature and was stirred 16h. The reaction was then diluted with ice that was allowed to melt and was then stirred 2h. The mixture was next brought to pH=7 by the addition of saturated aqueous sodium bicarbonate solution and then diluted with water (5 mL) and extracted with ethyl acetate (2 X 5 mL). The organic layers were combined, dried (MgSO4), filtered and concentrated to give sulfuric acid mono-{7-[2-(2- phenoxy-acetylamino)-2-phenyl-ethyl]-quinolin-8-yl} ester as a yellow oil that was purified by column chromatography using 20% methanol/dichloromethane. To a stirring suspension of the sulfuric acid mono-{7-[2-(2-phenoxy-acetylamino)-2-phenyl-ethyl]-quinolin-8-yl} ester (0.089 mmol, 1.0 eq.) from the initial step in methanol (9 mL) was added 3N HCl (18 mL) and the resulting suspension was heated to 550C and stirred 2h. The reaction mixture was then cooled to room temperature and organic solvents were removed by rotary evaporation resulting in a precipitate that was filtered yielding the pure product as a yellow solid (0.059 mmol, 12% for 2 steps). HRMS: calcd for C25H22N2O3 + H+, 399.17032; found (ESI-FTMS, [M+H]l+), 399.17059.

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

Reference:
Patent; WYETH; WO2008/24922; (2008); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 3598-14-9, name is Phenoxyacetonitrile, 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 3598-14-9, 3598-14-9

Diisobutylaluminum hydride (DIBAL-H, 1. OM in toluene, 20.0 mL) is added dropwise to a stirred solution OF PHENOXYACETONITRILE (2.22 g, 16.7 mmol) in anhydrous CH2CL2 (18 mL) at-78 C under nitrogen. The resultant solution is allowed to stir at 0 C for 1 hour. Methanol (2 mL) is added dropwise to quench excess of DIBAL-H, followed by the successive addition of Et2O (40 mL) and 2N HCl (60 mL) in small portions to the cold mixture. The resultant two-layered solution is allowed to stir vigorously at ambient temperature for 1 hour. Ethyl ether (30 mL) and saturated aqueous NACL solution (30 ML) are added to the mixture. The organic layer is separated, dried over MGS04, filtered and concentrated at ambient temperature to give 2.27 g of the crude phenoxyacetaldehyde as oil. The oil is diluted in Et2O to form a stock solution (60 mg/mL), which is used for the subsequent REACTION. 1H NMR (CDC13) : W4. 57 (s, 2H), 9.87 (s, 1H). A 6.06 mL of the above stock solution (No.1.1 mmol) is added to a stirred mixture of 4A molecular sieve (600 mg) and isoquinoline-5-solfonic acid (2-amino-ethyl)-amide (244 mg, 0.971 mmol) in anhydrous CH30H (5 ML), and the resultant mixture is stirred at ambient temperature for 16 hours. The mixture is cooled to 0 C before it is treated with powdered sodium borohydride (81 mg, 2.1 mmol). The mixture is stirred at 0 C for 1 hour then at ambient temperature for another 1 hour. After filtration and subsequent concentration in vacuo, the crude product is chromatographed on silica (gradient 5-30% CH30H in EtOAc) to give 156 mg (0.420 mmol, 43% yield) of the free amine product as oil. The free amine (154 mg, 0.415 mmol) is dissolved in EtOAc (15 mL) and treated dropwise with 1N HCI/ETZO solution (1.24 mL) with stirring under nitrogen. The white suspension is stirred for 15 minutes, filtered and dried under vacuum at 60 C to give 177 mg (0.398 mmol, 96% yield) of the title compound as a hygroscopic white powder. ESIMS: m/z 372 (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, Phenoxyacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/94386; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts