p-Toluenesulfonic acid → HCID 86632014, compound

Participants

Reaction Steps

Add sodium azide (640.94 mg; 1.05 equiv; 9.76 mmoles) in one portion to a solution of 2-Bromo-1-(4-fluoro-3-trifluoromethyl-phenyl)-propan-1-one (2.78 g; 1.00 equiv; 9.30 mmoles) in tetrahydrofuran (15 mL). Stir the mixture at room temperature overnight. Filter the solids and wash with THF. Add the crude azide (1.00 equiv; 9.30 mmoles; 2.43 g) to a solution of triphenylphosphine (1.06 equiv; 9.86 mmoles; 2.61 g) and p-Toluenesulfonic Acid (2.2 equiv; 20.47 mmoles; 3.56 g) in tetrahydrofuran (15 mL) under 20° C. Stir the mixture overnight. Filter the solid, then wash with THF to obtain 920 mg (24%) of the title compound.

Provenance & Evidence