Category: 69395-13-7

Related Products of 69395-13-7, 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. 69395-13-7 name is 4-(2-Hydroxyethyl)benzonitrile, 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.

Intermediate 33: N’-hvdroxy-4-(2-hvdroxyethyl)benzenecarboximidamide; Hydroxylamine (5 mL) was added to a solution of 4-(2-hydroxyethyl)benzonitrile (2.43 g; 16.5 mmol) in ethanol (30 mL) and the mixture was heated to 80 C in a sealed tube for 3 hours. The solvent was removed in vacuo and the residue triturated with water to yield Intermediate 33 (2.95 g; 99 %) as a white solid which was used without further purification.20 1H NMR (DMSO-d6, 400MHz) delta 9.58 (1 H, s), 7.60 (2 H, d, J = 7.9 Hz), 7.24 (2 H, d, J = 7.9 Hz), 5.75 (2 H, s), 4.75-4.69 (1 H, m), 3.64 (2 H, d, J = 6.6 Hz), 2.80-2.72 (2 H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(2-Hydroxyethyl)benzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SERONO S.A.; QUATTROPANI, Anna; BAKER-GLENN, Charles; BLACKABY, Wesley; KNIGHT, Chris; WO2010/142628; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 69395-13-7, A common heterocyclic compound, 69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile, molecular formula is C9H9NO, 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.

The following examples were prepared in a similar manner to that described in Scheme 38.; The mesylate prepared in step 1 (63 mg), piperazine Example 304 (80 mg), K2CO3 (97 mg), and NaI (40 mg) were taken up in CH3CN and heated at reflux (90 C., 18 h). The solution was partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine and dried (MgSO4). Filtration and concentration gave a yellow oil. Purification via thin-layer preparative chromatography (7% EtOAc in CH2Cl2, SiO2) gave 100 mg (90%) of Example 323 as a colorless oil.

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:
Patent; Gilbert, Eric J.; Greenlee, William J.; Miller, Michael W.; Scott, Jack D.; Stamford, Andrew W.; US2013/72468; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-(2-Hydroxyethyl)benzonitrile

Preparation 5 Preparation of 4-carbamoylphenethyl bromide STR39 A solution of phosphorus tribromide (5 g) in carbon tetrachloride (10 ml) was added, dropwise, to a solution of 4-cyanophenethyl alcohol (8.06 g) in carbon tetrachloride (60 ml). The mixture was heated under reflux for 4 hours. On cooling to room temperature, the mixture was poured onto ice (200 g). The layers were separated and the organic layer was washed with 10% aqueous sodium carbonate (50 ml) and brine (50 ml), dried (MgSO4) and concentrated in vacuo to give a colourless oil which solidified on standing. The solid was chromatographed on silica eluding with ethyl acetate containing hexane (20%). The fractions containing the less polar (higher Rf) product were combined and concentrated in vacuo to give 4-cyanophenethyl bromide as a yellow oil which solidified on standing, yield 8.9 g. The fractions containing the more polar (lower Rf) product were combined and concentrated in vacuo to give the title compound as a colourless solid, yield 0.47 g, m.p. 152-153. 1 H N.m.r. (CDCl3)delta=7.85 (d, 2H); 7.35 (d, 2H); 6.20-5.70 (brd, 2H); 3.70-3.60 (m, 2H); 3.35-3.20 (m, 2H) ppm.

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 69395-13-7.

Reference:
Patent; Pfizer Inc; US5422358; (1995); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile, molecular formula is C9H9NO, 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. Recommanded Product: 69395-13-7

To a solution of 4- (2- hydroxyethyl) benzonitrile (120 mg, 0.816 mmol) in acetone (3 ML), Jone’s reagent (1. 5ML, 4.005 mmol) was added.. After stirring for 10 minutes at room temperature, the crude reaction mixture was poured into water (10 ML) and extracted with CHC13 (6 x 10 mL). Combined organics were dried over magnesium sulfate, filtered, and concentrated to give (4-cyanophenyl- acetic acid which was used without purification. To a solution of (4-cyanophenyl) acetic acid (131 MG, 0.816 mmol) in ETOH (0.5 ML) at 0C was bubbled HCl (g) until saturation. Reaction mixture was allowed to warm to room temperature slowly. After overnight stirring, the crude reaction mixture was concentrated in vacuo. This residue was taken up in ETOH (4 ML) and ethylene diamine (0.1 mL, 1.49 mmol) was added. After stirring at room temperature for two hours, the crude reaction mixture was concentrated under reduced pressure and then re-dissolved in DMF (2 mL). To this solution was added 1M NAOH (2 mL, 2 mmol) and the reaction stirred at room temperature for three hours. Crude reaction mixture was neutralized with 1M HC1 to a pH 6 and extracted with CHC13 (4 x 15 ML). Product was found in the water layer, so combined all layers and concentrated in vacuo, re-dissolved in CHCL3/MEOH, and filtered to remove precipitate. Concentration of the filtrate gives [4- (4, 5-dihydro-lH-imidazol-2-yl) phenyl] acetic acid, which was used without further purification. LCMS (ES) 205.1 771/Z (M +H) +

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 69395-13-7, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2004/54584; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 69395-13-7,Some common heterocyclic compound, 69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile, molecular formula is C9H9NO, 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 13 Preparation of 4-carbamoylphenethyl bromide and 4-cyanophenethyl bromide STR36 A solution of phosphorus tribromide (5 g) in carbon tetrachloride (10 ml) was added, dropwise, to a solution of 4-cyanophenethyl alcohol (8.06 g) in carbon tetrachloride (60 ml). The mixture was heated under reflux for 4 hours. On cooling to room temperature, the mixture was poured onto ice (200 g). The layers were separated and the organic layer was washed with 10% aqueous sodium carbonate (50 ml) and brine (50 ml), dried (MgSO4) and concentrated in vacuo to give a colourless oil which solidified on standing. The solid was chromatographed on silica eluding with ethyl acetate containing hexane (20%). The fractions containing the less polar (higher Rf) product were combined and concentrated in vacuo to give 4-cyanophenethyl bromide as a yellow oil which solidified on standing, yield 8.9 g. The fractions containing the more polar (lower Rf) product were combined and concentrated in vacuo to give 4-carbamoylphenethyl bromide as a colourless solid, yield 0.47 g, m.p. 152-153.

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

Reference:
Patent; Pfizer Inc.; US5340831; (1994); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 69395-13-7, 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. 69395-13-7 name is 4-(2-Hydroxyethyl)benzonitrile, 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 4-(2-hydroxyethyl)benzonitrile (10.0 g, 67.94 mmol) in CH2Cl2 (175 mL) at 0 C. was added Et3N (11.36 mL, 8.25 mmol) and MsCl (6.31 mL, 81.53 mmol). After stirring at 0 C. for 3.5 hours, the reaction was poured into water (100 ml) and separated. Organic layer was dried over Na2SO4, filtered and concentrated in vacuo. Crude residue was dissolved in DMF (100 mL) and NaN3 (9.15g, 140.72 mmol) and water (5 mL) were added. The resulting solution was heated to 125 C. After overnight stirring at 125 C., the crude reaction mixture was cooled, diluted with EtOAc (200 mL) and poured into water (150 mL). Organic layer was washed with water (5×150 mL), dried over sodium sulfate, filtered, and concentrated to give 4-(2-azidoethyl)benzonitrile which was used without purification

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(2-Hydroxyethyl)benzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Su, Dai-Shi; Bock, Mark G.; US2005/20591; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 69395-13-7, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 76 4-Cyanophenylacetic acid A catalytic amount of ruthenium chloride (28 mg) and sodium periodate (5.80 g) were added to a carbon tetrachloride-acetonitrile-water (2:2:3) solvent solution (20 ml) of 4-(2-hydroxyethyl)benzonitrile (1.00 g), followed by stirring overnight at room temperature. The reaction solution was extracted with dichloromethane and dried over sodium sulfate to obtain the title compound (755 mg) as a colorless oil. 1H-NMR (400 MHz, CDCl3) delta: 3.73 (2H, s), 7.40 (2H, d, J=8.3 Hz), 7.63 (2H, d, J=8.3 Hz).

The chemical industry reduces the impact on the environment during synthesis 4-(2-Hydroxyethyl)benzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1612204; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 69395-13-7, 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. 69395-13-7 name is 4-(2-Hydroxyethyl)benzonitrile, 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.

Intermediate 33: N’-hvdroxy-4-(2-hvdroxyethyl)benzenecarboximidamide; Hydroxylamine (5 mL) was added to a solution of 4-(2-hydroxyethyl)benzonitrile (2.43 g; 16.5 mmol) in ethanol (30 mL) and the mixture was heated to 80 C in a sealed tube for 3 hours. The solvent was removed in vacuo and the residue triturated with water to yield Intermediate 33 (2.95 g; 99 %) as a white solid which was used without further purification.20 1H NMR (DMSO-d6, 400MHz) delta 9.58 (1 H, s), 7.60 (2 H, d, J = 7.9 Hz), 7.24 (2 H, d, J = 7.9 Hz), 5.75 (2 H, s), 4.75-4.69 (1 H, m), 3.64 (2 H, d, J = 6.6 Hz), 2.80-2.72 (2 H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(2-Hydroxyethyl)benzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SERONO S.A.; QUATTROPANI, Anna; BAKER-GLENN, Charles; BLACKABY, Wesley; KNIGHT, Chris; WO2010/142628; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile, 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 69395-13-7, Recommanded Product: 4-(2-Hydroxyethyl)benzonitrile

Compound 22:Ferrocene (11.0 mg, 0.050 mmol) was added sequentially to a 25 mL two-necked flask,4-cyanobenzene ethanol (43.2 mg, 0.25 mmol),Phenyl silane (109 [mu] L, 0.75 mmol)Tert-butyl hydroperoxide (88 [mu] L, 0.75 mmol)The gas was replaced with dry N2 for 3 times,Finally, dry tetrahydropyran (2.0 mL) was added under N2.The mixture was stirred at room temperature and heated to 80 C to carry out the reaction,Until the thin layer chromatography monitoring of raw materials is completed.At the end of the reaction, 15.0 mL of NaCl solution was added at room temperature,Extracted with ether 15.0mL three times, combined with organic phase decompression steaming,The product was purified by column chromatography in 65% yield.

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; Nanjing Normal University; Han Wei; Zhao Hongyuan; (19 pag.)CN107056732; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 69395-13-7, These common heterocyclic compound, 69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile, 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.

Step A Preparation of 4-(2-hydroxyethyl)benzylamine A solution of 0.74 g (0.005 mol) of p-cyanophenethyl alcohol in 50 ml of ethanol containing 10 ml of concentrated hydrochloric acid was hydrogenated at 30 psi using 0.1 g 5% Pd/C for 72 hours. The catalyst was removed by filtration and the solvent was removed under reduced pressure.

Statistics shows that 4-(2-Hydroxyethyl)benzonitrile is playing an increasingly important role. we look forward to future research findings about 69395-13-7.