Trifluoroacetic acid → HCID 67172980, compound

Participants

Reaction Steps

(R)-Methyl 2-(1-(4-bromophenyl)ethylamino)acetate (6G3) (0.845 mmol, 230 mg) was dissolved in DCM (10 ml) and ethyl isocyanate (6C4) (1.690 mmol, 120 mg) added. The mixture was stirred at room temperature for 3 hours, then concentrated and re-dissolved in DCM (5 ml) and trifluoroacetic acid (0.845 mmol, 96 mg) added. Stirring was continued for 1 h and the reaction diluted with DCM (15 ml) and water (20 ml) and the organic phase separated using a hydrophobic fritted tube. Concentration afforded (R)-1-(1-(4-bromophenyl)ethyl)-3-ethylimidazolidine-2,4-dione (6G4) which was used without further purification; 1H NMR (400 MHz, CDCl3) δ 7.50 (d, 2H) 7.18 (d, 2H) 5.43 (q, 1H) 3.76 (d, 1H) 3.56 (q, 2H) 3.46 (d, 1H) 1.57 (d, 3H) 1.22 (t, 3H).

Provenance & Evidence