Simple exploration of C14H11N

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

Related Products of 31603-77-7, 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. 31603-77-7, name is 4-Biphenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-([1,1′-biphenyl]-4-yl) acetonitrile I (e.g. Sigma-Aldrich, catalogue no.133612, CAS no. 31603-77-7) (100 g, 517.46 mmol) in ethylene glycol (1000 mL), a solution of potassium hydroxide (590 g, 10515 mmol) in water (1000 mL) was added and the resulting mixture was heated to 120 C and stirred for 16h. The reaction mixture was cooled to 0 C and acidified with concentrated HCI with stirring. The solid separated out wascollected by filtration, washed with water and dried. The solid was dissolved in ethyl acetate and the ethyl acetate layer was washed with water, dried over sodium sulfate and concentrated under reduced pressure to get white solid. The solid was taken in petroleum ether, stirred for -30 mm, filtered and dried to get 2-([i,i-biphenyl]-4-yl)acetic acid 2 as white solid. (107.2 g, 97.6%).1H-NMR (400 MHz, DMSO-d6): 3 12.41 (br. s, 1 H), 7.59-7.66 (m, 4 H), 7.44-7.47 (m, 2 H);7.34-7.37 (m, 3 H), 3.61 (5, 2 H) ppm; MS (MM-ES, APCI): negative mode 257.0 [M +HCO2f.

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

Reference:
Patent; NOVARTIS AG; KLEINBECK-RINIKER, Florian Karl; MARTIN, Benjamin; PENN, Gerhard; VENTURONI, Francesco; SCHLAMA, Thierry; RUCH, Thomas; ALLMENDINGER, Thomas; WIETFELD, Bernhard; FILIPPONI, Paolo; (104 pag.)WO2017/98430; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The important role of 4-Biphenylacetonitrile

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

Synthetic Route of 31603-77-7,Some common heterocyclic compound, 31603-77-7, name is 4-Biphenylacetonitrile, molecular formula is C14H11N, 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: To a solution of arylacetonitrile (10 mmol) (2-(4-bromophenyl)acetonitrile) in dried THF (10 mL), LDA (2.0 M in THF, 20 mL, 40 mmol) was added under N2 atmosphere in an ice-bath. The solution was stirred at 45 C for 1 h. After cooling the reaction mixture again to 0 C, iodomethane (60 mmol) was added drop wise. The reaction was stirred overnight at room temperature, quenched by 4 N HCl at 0 C and then diluted with Et2O. The phases were separated and the aqueous phase was extracted with Et2O (3 times). The organic layers were combined, washed with brine, dried over anhydrous Na2SO4. After filtration and concentration, the crude acid was purified by flash column chromatography to give the desired product as a white or pale yellow solid. The next step of the hydrolysis was done by the reported procedures.

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

Reference:
Article; Hajipour, Abdol R.; Khorsandi, Zahra; Tetrahedron Letters; vol. 61; 3; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Continuously updated synthesis method about 31603-77-7

According to the analysis of related databases, 31603-77-7, the application of this compound in the production field has become more and more popular.

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 31603-77-7 as follows. category: nitriles-buliding-blocks

EXAMPLE 53 (6-Biphenyl-4-yl-8-ethyl-7-imino-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-yl)-phenylamine To a suspension of NaH (60% in mineral oil, 27 mg) in 5 mL of 2-ethoxyethanol was added 4-biphenylaceto-nitrile (263 mg, 1.36 mmol). After stirring for 5 minutes at room temperature, 4-ethylamino-2-phenylamino-pyrimidine-5-carboxaldehyde (300 mg, 1.24 mmol) was added and the reaction heated at 110 C. for 1 hour, resulting in a dark brown solution. Upon cooling, the solution was poured into water which caused precipitation. The resulting precipitate was removed by filtration and washed with water. The crude product was purified by flash chromatography, eluding with 5% methanol/methylene chloride, followed by 10% methanol/methylene chloride. Concentration of product fractions yielded 427 mg (83%) of (6-biphenyl-4-yl-8-ethyl-7-imino-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-yl)-phenylamine; mp 245-249 C. Mass spectrum (CI) 418 (M+). Analysis calculated for C27 H23 N5: C, 77.67; H, 5.55; N, 16.78. Found: C, 76.16; H, 5.54; N, 16.36.

According to the analysis of related databases, 31603-77-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Warner-Lambert Company; US5945422; (1999); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts