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