Sodium Azide → HCID 60077744, compound

Participants

Reaction Conditions

Reaction Steps

Sodium azide (1.26 g, 19.4 mmol) was added to a solution of [1(S)-(4-fluorobenzoyl)-2,2-dimethylpropyl]-carbamic acid tert-butyl ester (0.20 g, 0.7 mmol) in DMF (15 mL), and the mixture heated at 120° C. for 40 hours. The solvent was removed in vacuo before addition of 10% NaHCO3 (aq.) (30 mL) to the residual solid. The aqueous phase was extracted with ethyl acetate (2×30 mL) and the organic phases washed with brine (1×30 mL), dried over MgSO4, filtered and the solvent removed in vacuo to give a yellow solid. Purification by column chromatography (SiO2, 4:1 iso-hexane:ethyl acetate) afforded the title compound as a yellow solid (67 mg, 36%).

Provenance & Evidence