Trifluoromethanesulfonic anhydride → HCID 17866228, compound

Participants

Reaction Steps

Trifluoromethanesulfonic anhydride (0.26 ml, 1.52 mmol) was added dropwise with stirring to an ice cooled solution of (E)-7-hydroxy-2-(4-(3-phenylpropenoyl)aminobutyl)-1,2,3,4-tetrahydroisoquinoline (0.41 g, 1.17 mmol) in anhydrous pyridine (5 ml). After stirring at room temperature for 18 h the reaction mixture was poured into 10% aqueous copper (II) sulfate (100 ml). The mixture was extracted with ethyl acetate (2×75 ml). Combined extracts were washed with 10% aqueous copper (II) sulfate (2×50 ml), water (50 ml), dried (Na2SO4) and evaporated in vacuo. The residue was chromatographed on silica using 10-100% ethyl acetate-hexane gradient elution to afford the title compound (0.205 g, 43%).

Provenance & Evidence