Trichloroacetyl isocyanate → HCID 9948903, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 4-(3-cyclopentyloxy-4-methoxyphenyl)piperidine (3.63 mmol, 1.00 g) in dry THF (40 mL) at 0° C. was added trichloroacetylisocyanate (4.72 mmol, 0.889 mg; 563 μL) dropwise over 5 minutes. The resulting solution was stirred at 0° C. for 1 hour and at room temperature for 30 minutes. The reaction was diluted with NH3 saturated CH3CN solution (40 mL) and stirred at room temperature over the weekend. The volatiles were removed in vacuo and the residue partitioned between EtOAc (100 mL) and water (100 mL). The aqueous phase was extracted with EtOAc (1×100 mL), the combined organics washed with water (1×100 mL), dried (Na2SO4), and concentrated in vacuo. The crude product was purified by flash chromatography (SiO2 :EtOAc) to afford the title compound as a white solid, mp=149°-150° C. (0.800 g, 70%).

Provenance & Evidence