Potassium Carbonate → Methyl 2-[(4-{3-[benzyl(hexyl)amino]-3-oxopropyl}phenoxy)methyl]benzoate

Participants

Reaction Conditions

Reaction Steps

N-benzyl-N-hexyl-3-(4-hydroxyphenyl)propanamide (183 mg, 0.54 mmol), methyl 2-(bromomethyl)benzoate (136 mg, 0.59 mmol) and potassium carbonate (112 mg, 0.81 mmol) were mixed in acetonitrile. The mixture was stirred at 66° C. overnight. The solvent was evaporated under reduced pressure and the residue was dissolved in ethyl acetate. The organic phase was washed (water ×2, brine ×1), dried (Na2SO4) and evaporated. Further purification by preparative HPLC (using a gradient of CH3CN/10% CH3CN-waterphase containing 0.1M NH4OAc as eluant) gave 91 mg (yield 34%) of the desired product.

Provenance & Evidence