These common heterocyclic compound, 120351-94-2, name is 3-(2-Aminoethoxy)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. Application In Synthesis of 3-(2-Aminoethoxy)benzonitrile
Step 3 Synthesis of t-butyl 4-[4-[N-[2-(3-cyanophenoxy)ethyl]carbamoyl]benzenesulfonyl]piperazine-1-carboxylate: 1.41 g (3.79 mmol) of t-butyl (4-carboxybenzenesulfonyl)piperazine-1-carboxylate was stirred in dimethylformamide. 1.3 ml (9.25 mmol) of triethylamine and 0.38 ml (3.95 mmol) of ethyl chloroformate were added to the resultant mixture. After stirring for 5 minutes followed by the addition of 1.02 g (4.61 mmol) of 3-(2-aminoethoxy)benzonitrile, the temperature was elevated to room temperature and they were stirred for 2 hours. After the dilution with 1 N hydrochloric acid and extraction with ethyl acetate, the product was treated in an ordinary manner to obtain the title compound. Yield: 1.88 g (3.66 mmol) (97 %) MS (ESI, m/z) 537 (M+Na+) H-NMR (CDCl3) delta 1.40 (9H, s), 2.97 (4H, t), 3.49 (4H, t), 3.91 (2H, dd), 4.19 (2H, t), 7.03 (1H, t), 7.14 (1H, d), 7.17 (1H, s), 7.27 (1H, d), 7.38 (1H, d), 7.78 (2H, d), 7.98 (2H, d)
The synthetic route of 3-(2-Aminoethoxy)benzonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Ajinomoto Co., Inc.; EP976722; (2000); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts