Category: 77-57-6

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. 77-57-6, name is 1-Phenylcyclopentanecarbonitrile, A new synthetic method of this compound is introduced below., Safety of 1-Phenylcyclopentanecarbonitrile

EXAMPLE 16 (R)-1-(2-((((1-Phenylcyclopent-1-yl)methylene)amino)oxy)ethyl)-3-piperidinecarboxylic acid hydrochloride To a solution of 1-phenyl-1-cyclopentanecarbonitrile (7.0 g, 41 mmol) in n-heptane (100 ml) cooled to -30 C. was dropwise added a 1M solution of diisobutylaluminium hydride in n-heptane (82 ml, 82 mmol). The mixture was stirred at -30 C. for 1 h and at 0 C. for 1 h. The mixture was diluted with diethylether (100 ml) and silica gel (60 g) was carefully added keeping the temperature below -30 C. The mixture was then allowed to warm to room temperature and then stirred for 20 h. After filtration the filtrate was washed with water (2*100 ml) and dried (MgSO4). The solvent was evaporated in vacuo to give 3.45 g of the crude 1-phenyl-1-cyclopentanecarboxaldehyde.

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; Novo Nordisk A/S; US5608069; (1997); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 77-57-6, These common heterocyclic compound, 77-57-6, name is 1-Phenylcyclopentanecarbonitrile, 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.

1-phenylcyclopentane-1-carbonitrile (1.530 g, 8.935 mmol) prepared in step 1 and polyphosphoric acid (115.00%, 5mL) mixed at room temperature after stirring at 110 C for 17 hours, the reaction was terminated by lowering the temperature to room temperature. The mixture was slowly added to a saturated aqueous solution of sodium bicarbonate (300 mL) at 0 C and then extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, and water was removed with anhydrous magnesium sulfate, followed by filtration and concentration under reduced pressure. Ethyl acetate (10 mL) was added to the concentrate, and the precipitated solid was stirred and washed with ethyl acetate and dried to give the title compound (1.340 g, 79.2%) as a white solid.

The synthetic route of 77-57-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chong Kun Dang Co., Ltd.; Kim, Yoon Tae; Lee, Chang Sik; Oh, Jung Taek; Song, Hey Sung; Choe, Jin; Lee, Jae Young; (210 pag.)KR2017/43091; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 77-57-6, 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. 77-57-6, name is 1-Phenylcyclopentanecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A 40 ml vial was charged with substrate (0.3 mmol, 1.0 equiv.), Mn(CF3-PDP) 1 (0.03 mmol, 10 mol%), ClCH2CO2H (425 mg, 4.5 mmol, 15.0 equiv.) and a stir bar. Acetonitrile (MeCN, 0.6 ml, 0.50 M) was added along the wall to ensure all compounds were washed beneath the solvent level and the vial was sealed with a screw cap fitted with a polytetrafluoroethylene (PTFE)/silicone septum. The vial was cooled to 0 C with an ice/water bath. A separate solution of H2O2 ((204 mg, 3.0 mmol, 10.0 equiv.), 50% (wt) in H2O, purchased from Sigma-Aldrich) in MeCN (3.75 ml) was loaded into a 10 ml syringe fitted with a 25 G needle and added dropwise to the stirring reaction over 3 h via a syringe pump (1.25 ml h-1 addition rate) while maintaining the reaction vial at 0 C. On completion, the reaction mixture was concentrated to a minimum amount of solvent. The residue was dissolved in ~20 ml dichloromethane (DCM) and washed with 9 ml sat. NaHCO3 solution (caution: CO2 released) to remove ClCH2CO2H. The aqueous layer was extracted with ~15 ml DCM twice and the combined organic layer was dried with Na2SO4. The filtrate was concentrated and purified by flash chromatography on silica gel.

The chemical industry reduces the impact on the environment during synthesis 1-Phenylcyclopentanecarbonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhao, Jinpeng; Nanjo, Takeshi; de Lucca, Emilio C.; White, M. Christina; Nature Chemistry; vol. 11; 3; (2019); p. 213 – 221;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 77-57-6, 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 77-57-6 as follows.

EXAMPLE 10 N6-((1-Phenylcyclopentyl)methyl)adenosine (1-Phenylcyclopentyl)methylamine is prepared as its hydrochloride salt, m.p. 185-6 C. from 1-phenylcyclopentane carbonitrile as described in Example 11. The above amine hydrochloride (5.0 g, 24 mmol) is reacted with 6-chloropurine riboside (6.8 g, 24 mmol) as described in Example 11 infra to give after column chromatography N6-((1-phenylcyclopentyl)methyl)adenosine (3.80 g, 37%) as a solid white foam m.p. 74-8 C. Found: C, 59.02; H, 5.94; N, 15.25%. C22 H27 N5 O4 calculated requires: C, 62.12; H, 6.35; N, 16.47%. C22 H27 N5 O4 0.25 CHCl3 requires C, 58.69; H, 6.03; N, 15.38%.

According to the analysis of related databases, 77-57-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Warner-Lambert Company; US4755594; (1988); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 77-57-6,Some common heterocyclic compound, 77-57-6, name is 1-Phenylcyclopentanecarbonitrile, molecular formula is C12H13N, 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.

To a solution of 1 -phenyl- l-cyclopentanecarbonitrile (1.500 mL, 8.76 mmol, Acros Organics USA) in MeOH (40 mL) was added a solution of palladium, 10wt. % on activated carbon (93 mg, 0.876 mmol, Aldrich) in EtOAc (0.5 mL) and concentrated HCl (0.4 mL). The reaction mixture was stirred at room temperature under H2 (42 psi) overnight. The reaction mixture was filtered through celite, washed the filter-cake with MeOH. The combined filtrates were concentrated and H2O was added to the residue. The aqueous solution was extracted with EtOAc. The aqueous layer was basified (pH >10) using saturated aqueous NaHCtheta3 and extracted with EtOAc. The combined organic extracts were dried over MgSO4, concentrated, and dried in vacuum to give (l-phenylcyclopentyl)methanamine as light yellow oil, which was used in the next step without purification.

The synthetic route of 77-57-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2009/137404; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts