Methylamine → {[3-Fluoro-5-(trifluoromethyl)phenyl]methyl}(methyl)amine

Participants

Reaction Conditions

Reaction Steps

Methylamine 33% in MeOH (1.5 mL, 46.5 mmol) was dissolved in MeOH (15 mL). The mixture was heated at 50° C. under stirring and 1-(bromomethyl)-3-fluoro-5-(trifluoromethyl)benzene (1 g, 3.88 mmol) was added. The reaction mixture was stirred at this temperature for 3 h. The solvent was removed under vacuo, then NaOH 1M (50 mL) was added and the aqueous layer was extracted with DCM (100 mL). The organic layer was dried over Na2SO4, filtered and evaporated under vacuo to give the title compound as a yellow oil (0.5 g). 1H NMR (400 MHz, CDCl3) δ ppm 7.50 (s, 1H), 7.30 (m, 2H), 7.25 (m, 1H), 3.88 (s, 2H), 2.54, (s, 3H). UPLC-MS: Rt=0.51; m/z (ES+): 208.1 [M+H]+.

Provenance & Evidence