Category: 69395-13-7

69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile, 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. HPLC of Formula: C9H9NO

Reference Example 2 2- [4-(4,5-Dihydro-lH-imidazol-2-yl)-phenyn -ethylamine dihvdrochloride a) 4-F2-C1 ,3-Dioxo-l ,3-dihydro-isoindol-2-ylVethyl1-benzonitrileUnder argon, a solution of 4-(2-hydroxy-ethyl)-benzonitrile [HeIv. CMm. Acta 64 (1981) 1688-1703] (4.49 g, 30.5 mmol), phthalimide (4.94 g, 33.55 mmol), triphenylphosphine (8.8 g, 33.55 mmol) and dimethyl formamide (100 mL) was stirred at 0 C for 20 minutes, then diethyl azodicarboxylate (7.59 mL, 48.8 mmol) was added dropwise at 0 0C. The so obtained reaction mixture was stirred at room temperature overnight, then poured into ice-water (740 mL). The precipitated product was filtered off, washed with water and dried. The crude product was recrystallized from 2-propanol to yield 7.83 g (93 %) of the title compound as a yellow solid.

The synthetic route of 69395-13-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RICHTER GEDEON VEGYESZETI GYAR RT.; WO2007/72092; (2007); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products 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.

a 1-(2-(4-Cyanophenyl)ethyl)methane sulphonate Methane sulphonyl chloride (0.856 g, 7.47 mmol) was added to a solution of 2-(4-cyanophenyl)ethanol (1.0 g, 6.80 mmol) and triethylamine (1.03 g, 10.18 mmol), in CH2 Cl2 (30 ml), at +5 C. The mixture was warmed to room temperature and stirred for 2 h before adding H2 O (15 ml), basifying with solid K2 CO3 and extracting with CH2 Cl2 (*3). The combined extracts were dried (Na2 SO4) and evaporated to afford the title-mesylate (1.52 g, 100%), delta (360 MHz, d6 -DMSO) 3.10 (2H, t, J=6.5Hz, CH2 -OMs), 3.12 (3H, s, OMs), 4.46 (2H, t, J=6.5Hz, CH2), 7.52 (2H, d, J=8.2Hz, Ar-H), 7.80 (2H, d, J=8.2Hz, Ar-H).

The synthetic route of 69395-13-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Ltd.; US5807857; (1998); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile, 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: C9H9NO

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.

The synthetic route of 69395-13-7 has been constantly updated, and we look forward to future research findings.

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

Synthetic Route 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.

(ii) t-Butoxycarbonylamino-3-[2-(4-cyanophenyl)ethoxy]-2-methylbenzene Triphenylphosphine (1.31 g, 13.5 mmol) and diethylazodicarboxylate (1.7 mL) were dissolved in THF (20 mL) under nitrogen. After 15 minutes 3-t-butoxycarbonylamino-2-methylphenol (2.48 g; 11.1 mmol; from step (i) above) dissolved in THF (20 mL) and 2-(4-cyanophenyl)ethanol (1.9 g, 13 mmol) were added. After 5 days at room temperature water was added and the stirring continued for 30 minutes. The mixture was extracted with EtOAc. The organic phase was washed with water and brine, dried (MgSO4) and the solvent removed in vacuo. Purification by flash chromatography afforded 2.98 g (77%) of the sub-title compound. 1H NMR (300 MHz; CDCl3): delta7.4-7.8 (m, 5H), 7.10 (m, 1H), 6.63 (dd, 1H), 6.24 (s, 1H), 4.18 (t, 2H), 3.16 (t, 2H), 2.02 (s, 3H), 1.51 (s, 9H)

The synthetic route of 69395-13-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astra Aktiebolag; US6221898; (2001); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: nitriles-buliding-blocks

N1 4-(2-Benzyloxyethyl)benzonitrile This compound was prepared by alkylation of 4-(2-hydroxyethyl)benzonitrile with benzyl bromide in the presence of sodium hydride in THF initially at 0 C. and then at ambient temperature.

The synthetic route of 69395-13-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KNOLL Aktiengesellschaft; US5780642; (1998); 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.

To a solution of 4- (2-hydroxyethyl) benzonitrile (10.0 g, 67.94 mmol) in CH2CL2 (175 ML) at 0C was added Et3N (11.36 mL, 8.25 mmol) and MSCL (6.31 mL, 81.53 mmol). After stirring at 0C 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 125C. After overnight stirring at 125C, the crude reaction mixture was cooled, diluted with EtOAc (200 mL) and poured into water (150 ML). Organic layer was washed with water (5 x 150 mL), dried over sodium sulfate, filtered, and concentrated to give 4- (2-azidoethyl) benzonitrile which was used without purification. A solution of 4- (2-azidoethyl) benzonitrile (500 mg, 2.90 mmol) in 1: 1 ETOH/ETOAC (3 mL) at 0C was purged with N2. Then Pd/C (440 mg) was added and a H2 balloon was placed over the reaction. After stirring at 0C for two hours, the reaction mixture was filtered through a pad of celite and concentrated to give 4- (2-aminoethyl) benzonitrile, which was used without further purification. LCMS (ES) 147.3 m/z (M + H) +.

The synthetic route of 69395-13-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2004/54584; (2004); A1;,
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 69395-13-7 as follows. Safety of 4-(2-Hydroxyethyl)benzonitrile

To a stirred solution of 4-(2-hydroxyethyl)benzonitrile (1.0g ,6.8mmol,1eq.) in DCM (20 mL) was added CBr4 (4.5016g, 13.6mmol, 2.0 eq) and TPP (3.835g, 13.6mmol, 2.0 eq). The resulting solution was stirred at RT for 5h. Reaction was monitored TLC. Reaction was diluted with water and extracted with EtOAc. Organic layer was dried over sodium sulfate, filtered and the filtrated concentrated. The crude compound was isolated by column chromatography to get pure 4-(2-bromoethyl)benzonitrile (1.3 g, 91%). LC-MS (method 23): Rt = 2.01 min; m/z = 210.05 (M+H+).

According to the analysis of related databases, 69395-13-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ORYZON GENOMICS, S.A.; SALAS SOLANA, Jorge; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; (195 pag.)WO2018/149986; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts