Methylparaben → HCID 69416683, compound

Participants

Reaction Steps

To a solution of N-(2,2-diphenylethyl)-N-(3-hydroxy-propyl)-N-(2-chloro-3-trifluoromethyl-benzyl)amine (0.60 g, 1.33 mmol) in toluene (4 ml) at ambient temperature was added 4-hydroxy-benzoic acid methyl ester (0.22 g, 1.45 mmol) under Argon with stirring. The mixture was treated with polymer bound PPh3 (0.71 g, 2.13 mmol). After 15 minutes of stirring the mixture was treated with DIAD (0.32 mL, 1.66 mmol) and was stirred at room temperature overnight. The reaction mixture was filtered, and concentrated in-vacuo. The resulting oil was dissolved in DMSO and was purified via preparative reverse-phase HPLC (TMC CombiPrep PDS, 75×30 mm, 25 mL/min, acetonitrile:H2O, UV detection at 254 nm) to yield the title compound, 0.24 g (32%); MS (ESI) m/e 583 [M+H]+.

Provenance & Evidence