Extracurricular laboratory: Synthetic route of 90401-84-6

The synthetic route of 90401-84-6 has been constantly updated, and we look forward to future research findings.

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. 90401-84-6, name is 6-Cyano-1-tetralone belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 6-Cyano-1-tetralone

To a suspension of 5-oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (0.68 g, 4.0 mmol) in absolute ethanol (10 ml) were added methoxylamine hydrochloride (0.50 g, 5.9 mmol) and sodium acetate (0.49 g, 5.9 mmol). The suspension was refluxed for 3 h. The mixture was then concentrated under reduced pressure and the residue was dissolved in ethyl acetate (40 ml) and water (20 ml). The layers were separated and the organic layer was washed with brine (20 ml, dried over magnesium sulfate and concentrated over reduced pressure to afford 5-(methoxyimino)-5,6,7,8-tetrahydronaphthalene-2- carbonitrile (0.75 g, 92% yield, mixture 87: 13 of 2 stereoisomers) as a yellow solid. This compound was used in the next step without further purification. MS (ESI): 201 ([M+H]+)

The synthetic route of 90401-84-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BRUNET, Stephane; DESBORDES, Philippe; DUCERF, Sophie; DUFOUR, Jeremy; GOeRTZ, Andreas; GOURGUES, Mathieu; HILT, Emmanuelle; NAUD, Sebastien; REBSTOCK, Anne-Sophie; THOMAS, Vincent; VERNAY, Aurelia; VILLALBA, Francois; (108 pag.)WO2019/155066; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Share a compound : 6-Cyano-1-tetralone

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Cyano-1-tetralone, its application will become more common.

Related Products of 90401-84-6,Some common heterocyclic compound, 90401-84-6, name is 6-Cyano-1-tetralone, molecular formula is C11H9NO, 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.

alpha”l ) delta-Hvdroxy-delta-d-trityl-I H-imidazol^-vD-delta.thetaJ.S-tetrahydronaphthalene^-carbonitrile 12 mmol of ethylmagnesium chloride (3M in diethyl ether) are added to a solution of 10 mmol of 4-iodo-1-trityl-1 H-imidazole [96797-15-8] in 40 ml of dichloromethane. The mixture is stirred for 45 minutes, and a solution of 10 mmol of 5-oxo-5,6,7,8-tetrahydronaphthalene- 2-carbonitrile [90401-84-6] in 15 ml of dichloromethane is added. The reaction mixture is stirred at room temperature overnight and quenched with saturated ammonium chloride solution. The phases are separated, and the aqueous phase is extracted with dichloromethane (3x). The combined organic phases are washed with brine, dried with sodium sulphate and evaporated. The title compound is identified from the residue on the basis of the Rf by flash chromatography (SiO2 60F).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Cyano-1-tetralone, its application will become more common.

Reference:
Patent; SPEEDEL EXPERIMENTA AG; WO2007/116098; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Extended knowledge of 6-Cyano-1-tetralone

The synthetic route of 6-Cyano-1-tetralone has been constantly updated, and we look forward to future research findings.

Related Products of 90401-84-6, 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. 90401-84-6, name is 6-Cyano-1-tetralone belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 3: 6-Bromo-5-oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile Bromine (0.8 mL, 15.7 mmol) was added to a solution of 5-oxo-5,6,7,8-tetrahydro-naphthalene-2-carbonitrile (2.7 g, 15.7 mmol), prepared in the previous step, in dry methylene chloride (55 mL) at 0 C. The reaction was warmed to room temperature. After 2 h, the reaction was diluted with methylene chloride and washed with 5% sodium thiosulfate and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give 4.3 g of crude product. Purification of the crude product on silica gel using 10% ethyl acetate:hexane as the eluent gave 6-bromo-5-oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (3.2 g, 81%), MS (ES) m/z 251 [M+H]+.

The synthetic route of 6-Cyano-1-tetralone has been constantly updated, and we look forward to future research findings.

Discovery of 6-Cyano-1-tetralone

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, 6-Cyano-1-tetralone, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 90401-84-6, 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. 90401-84-6, name is 6-Cyano-1-tetralone belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 250 mL round bottom flask, (methoxymethyl) (triphenyl)phosphonium chloride (4.0 g, 12 mmol) was dissolved in THF (20 mL). The solution was cooled to -78 C. To above solution was added n-butyl lithium (3.50 mL, 2.50 M in Hexane, 8.8 mmol) dropwise. Reaction color changed to orange. The mixture was cooled to -78 C and to it was added 5-oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (1 g, 5.77 mmol). The reaction was let warm to RT and stirred at r.t for 18 hours. The reaction was then quenched with addition of saturated ammonium chloride (5 mL) and extracted with dichloromethane. The organic phase was washed with brine (5 mL), dried over anhydrous Na2SO4, filtered, concentrated and purified by flash column chromatography (Hexane/EtOAc 0-50%). The desired product was obtained. 1H NMR (500 MHz, CDCl3, delta in ppm): 7.0 -7.6 (3H, aromatic), 6.75 (1H, s), 3.88 (3H, s, Me), 3.0 (1H, t), 2.63 (2H, t), 2.23 (1H, t), 2.18 (1H, t), 1.65 (1H, t).

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, 6-Cyano-1-tetralone, other downstream synthetic routes, hurry up and to see.

The important role of 90401-84-6

According to the analysis of related databases, 90401-84-6, the application of this compound in the production field has become more and more popular.

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. 90401-84-6, name is 6-Cyano-1-tetralone, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C11H9NO

Step 3: 6-Bromo-5-oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile Bromine (0.8 mL, 15.7 mmol) was added to a solution of 5-oxo-5,6,7,8-tetrahydro-naphthalene-2-carbonitrile (2.7 g, 15.7 mmol), prepared in the previous step, in dry methylene chloride (55 mL) at 0 C. The reaction was warmed to room temperature. After 2 h, the reaction was diluted with methylene chloride and washed with 5% sodium thiosulfate and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give 4.3 g of crude product. Purification of the crude product on silica gel using 10% ethyl acetate:hexane as the eluent gave 6-bromo-5-oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (3.2 g, 81%), MS(ES) m/z 251 [M+H]+.

According to the analysis of related databases, 90401-84-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wyeth; US2008/45578; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts