Phenethylamine, m-trifluoromethyl- → (4-Cyclobutyl-benzyl)-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine

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Reaction Steps

The title compound was synthesized in analogy to (4-cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine (described in example S53) using 180 mg of 4-cyclobutyl-benzaldehyde (1.23 mmol) (described in example S113), 213 mg of 2-(3-trifluoromethylphenyl)-ethylamine (1.23 mmol) and 64 mg of sodium borohydride (1.69 mmol). The isolated yellow oil (343 mg, 92%) was used in the following step without further purification. 1H NMR (CDCl3, 300 MHz): δ 1.85 (m, 1H), 1.92-2.21 (m, 3H), 2.33 (m, 2H), 2.89 (m, 4H), 3.53 (quint, J=9 Hz, 1H), 3.78 (s, 2H), 7.19 (m, 4H), 7.39 (m, 2H), 7.46 (m, 2H).

Provenance & Evidence