Synthesis
General procedure for the synthesis of 2-chloro-5-aminobenzotrifluoride from 2-chloro-5-nitrobenzotrifluoride: In 1.0 mL of 2 wt% TPGS/H2O solution, 1-chloro-4-nitro-2-(trifluoromethyl)benzene (113 mg, 0.50 mmol), Fe nanoparticles (6 mg) and NaBH4 (28.5 mg, 0.75 mmol) were added. The reaction was carried out at room temperature for 2 hours. Upon completion of the reaction, 91.7 mg (94% yield) of 4-chloro-3-(trifluoromethyl)aniline was obtained as a colorless oil (hexane/ethyl acetate = 80/20). The spectral data of the product were in agreement with those reported in the literature.GC-MS analysis showed m/z: 195 [M]+.
References
[1] Green Chemistry, 2018, vol. 20, # 1, p. 130 - 135
[2] Angewandte Chemie - International Edition, 2016, vol. 55, # 31, p. 8979 - 8983
[3] Angew. Chem., 2016, vol. 128, # 31, p. 9125 - 9129,5
[4] Patent: WO2017/106426, 2017, A1. Location in patent: Paragraph 0084; 0088
[5] Patent: CN108191670, 2018, A. Location in patent: Paragraph 0047; 0050; 0053; 0056; 0057-0059; 0062-0068