Category: 185836-35-5

Adding a certain compound to certain chemical reactions, such as: 185836-35-5, name is 4-(Benzyloxy)-2-fluorobenzonitrile, 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 185836-35-5, Quality Control of 4-(Benzyloxy)-2-fluorobenzonitrile

(B) 4-(Benzyloxy)-2-(methylsulfanyl)benzonitrile To a mixture of 4-(benzyloxy)-2-fluorobenzonitrile (500 mg) and DMF (10 mL), sodium methanethiolate (325 mg) was added at room temperature, and then the reaction mixture was stirred at the same temperature overnight. The reaction mixture was added to saturated aqueous ammonium chloride solution at room temperature and then extracted with ethyl acetate. The extract was washed with water and brine and then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (442 mg). MS: [M+H]+ 255.9.

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, 4-(Benzyloxy)-2-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; OKANIWA, Masanori; BANNO, Hiroshi; HIRAYAMA, Takaharu; CARY, Douglas Robert; ONO, Koji; IWAMURA, Naoki; (99 pag.)EP3133075; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 185836-35-5, name is 4-(Benzyloxy)-2-fluorobenzonitrile, molecular formula is C14H10FNO, 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. Application In Synthesis of 4-(Benzyloxy)-2-fluorobenzonitrile

To the resulting Grignard reagent was dropwise added a solution of 2-fluoro-4-benzyloxybenzonitrile (0.35 mol) in dry ether (1 l) below 20 C., and the mixture was heated for 10 hours under reflux, and then acidified with dilute sulfuric acid. Ether layer was separated, washed with water and the ether evaporated to dryness to obtain 2-fluoro-4-benzyloxy phenyl 5-methyl-heptyl ketone 896.3 g) as residue.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 185836-35-5, its application will become more common.

Reference:
Patent; Chisso Corporation; US4780242; (1988); 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. 185836-35-5, name is 4-(Benzyloxy)-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 185836-35-5

A solution of [(R)- (-)-L-AMINO-PROPAN-2-OL] (389 g, 5.19 mol) in dimethyl sulfoxide (600 mL) was added to a solution of the product from Step A (786 g, 3.46 mol), basic alumina (786 g), and [4A] molecular sieves (131 g). The stirred mixture was heated at 110- 140 oC for 24 h, cooled and filtered, the filter-aide was washed with 10 L of 4: 1 ether- ethyl acetate followed by 4 L of 3: 2 ethyl acetate-hexane. The organic washes were extracted with water (5 L) and the aqueous phase was extracted with 25% ethyl acetate- hexane (4 x 2 L). The combined organic phases were washed with water and brine, dried over sodium sulfate, concentrated to about 3 L and allowed to stand for 48 h. The precipitated solid was collected by filtration, washed with hexane, and vacuum-dried to provide the desired product in two crops (619 g and 86 g). The concentated supernatant was applied to a 5 kg silica gel pad and eluted with a gradient of 10-50% ethyl acetate- hexane to give, after concentration in vacuo, additional product (119 g): total yield was 791 g [(8 1 %).]

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; ALCON, INC.; WO2003/101379; (2003); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 185836-35-5 as follows. Recommanded Product: 4-(Benzyloxy)-2-fluorobenzonitrile

Step 2: Production of 4-benzyloxy-2-fluoro-N-hydroxybenzamidine To a suspension of 4-benzyloxy-2-fluorobenzonitrile (15.0 g, 66 mmol) in water (150 ml) and ethanol (150 ml) were added hydroxylamine hydrochloride (6.42 g, 92.4 mmol) and sodium carbonate (10.5 g, 99.0 mmol), and the mixture was heated under reflux for 18 hr. The reaction mixture was appropriately evaporated under reduced pressure and the residue was extracted with chloroform. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the obtained solid was washed with a mixed solvent of n-hexane:ethyl acetate=1:1 to give 4-benzyloxy-2-fluoro-N-hydroxybenzamidine (14.7 g, yield 86%). 1H-NMR(400MHz, deltappm, DMSO-d6): 9.51(1H, s), 7.31-7.45 (6H, m), 6.92(1H, dd, J=12.8, 2.0Hz), 6.85(1H, dd, J=8.8, 2.8Hz), 5.71(2H, s), 5.14(2H, s).

According to the analysis of related databases, 185836-35-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Japan Tobacco Inc.; EP1688420; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 185836-35-5, A common heterocyclic compound, 185836-35-5, name is 4-(Benzyloxy)-2-fluorobenzonitrile, molecular formula is C14H10FNO, 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.

5.1. 2-[[(1-Methylethylidene)amino]oxy]-4-(phenylmethoxy)benzonitrile A solution of 7.83 g (0.107 mol) of acetone oxime in 200 ml of dimethylformamide is stirred for 30 minutes in the presence of 12 g (0.11 mol) of 95% potassium t-butanolate. A solution of 20.3 g (0.089 mol) of 2-fluoro-4-(phenylmethoxy)benzonitrile in 100 ml of dimethylformamide is then added over 15 minutes. The mixture is stirred for 2 hours and then poured into ice-water. The crystalline product is filtered off and dissolved in dichloromethane, and the solution is then dried over sodium sulphate and concentrated under reduced pressure. 21.2 g of product are obtained. Melting point: 102 C.

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.

185836-35-5, name is 4-(Benzyloxy)-2-fluorobenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C14H10FNO

Preparation 26 tert-butyl (3R,4S)-4-(5-(benzyloxy)-2-cvanophenoxy)-3-fluoropiperidine-1-carboxylate To a solution of 4-(benzyloxy)-2-fluorobenzonitrile (WO2006016548, 1 g, 4.4 mmol) in DMF (20 ml_) was added tert-butyl-(3R,4S)-3-fluoro-4-hydroxypiperidine (JOC (2013), 78 (17), 8892-8897, 1 g, 4.84 mmol) and cesium carbonate (2.86 g, 8.802 mmol). The reaction was heated to 100C for 16 hours before cooling and diluting with EtOAc. The solution was washed with water, brine, dried over sodium sulphate and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with 10% EtOAc in hexanes to afford the title compound as a yellow gum (1.7 g, 90%). 1 H NMR (400 MHz, DMSO-d6):5 ppm 1.40 (s, 9H), 1 .70-1.90 (m, 2H), 2.95-3.40 (m, 2H), 3.80-3.90 (m, 1 H), 4.00-4.15 (m, 1 H), 4.86-5.00 (m, 2H), 5.19 (s, 2H), 6.77-6.79 (m, 1 H), 6.99 (s, 1 H), 7.34-7.47 (m, 5H), 7.65-7.67 (m, 1 H). MS m/z 427 [M+H]+

The synthetic route of 185836-35-5 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 185836-35-5, 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 185836-35-5 as follows.

A mixture of 0.93 g of lithium aluminum hydride and 30 ml ofTHF was stirred under cooling on ice. Thereafter, a mixture solution of 2.8 g of 4-benzyloxy-2-fluorobenzonitrile and 10 ml of THF was added dropwise to the reaction mixture. The obtained mixture was stirred at a room temperature for 6 hours. Thereafter, the reaction mixture solution was cooled to 0C. 0.9 ml of water, 0.9 ml of a 15% sodium hydroxide aqueous solution, and 2.7 ml of water were successively added to the reaction mixture, and the obtained mixture was stirred at a room temperature for 1 hour. Thereafter, the reaction mixture was filtrated through Celite (registered trade mark), and it was then concentrated under reduced pressure, so as to obtain 2.5 g of 4-benzyloxy-2-fluorobenzylamine.4-benzyloxy-2-fluorobenzylamine [Show Image] 1H-NMR (CDCl3) delta: 3.82 (2H, s), 5.04 (2H, s), 6.67-6.75 (2H, m), 7.18-7.24 (1H, m), 7.32-7.45 (5H, m).

According to the analysis of related databases, 185836-35-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2248423; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 185836-35-5,Some common heterocyclic compound, 185836-35-5, name is 4-(Benzyloxy)-2-fluorobenzonitrile, molecular formula is C14H10FNO, 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.

16.1. 6-(Phenylmethoxy)-1,2-benzisothiazol-3-amine A mixture of 13.2 g (0.058 mol) of 2-fluoro-4-(phenylmethoxy)benzonitrile and 1.85 g (0.058 mol) of sulphur in 15 ml (0.58 mol) of ammonia and 50 ml of methylglycol is brought to 100 C. in an autoclave over 5 hours. The methylglycol is subsequently evaporated off under reduced pressure. The mixture is taken up in dichloromethane, the insoluble material is filtered off, and then the solvent is evaporated off under reduced pressure. The product is purified by chromatography on a silica column with cyclohexane and ethyl acetate in proportions of 60:40. Subsequently, a second purification by chromatography on a silica column with a mixture of diisopropyl ether and methanol in proportions of 99:1 leads to 1.7 g of product. Melting point: 158 C.

The synthetic route of 185836-35-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Synthelabo; US5843975; (1998); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts