Hydrogen chloride-ethyl acetate → 1-cyclohexyl-2-L-prolyl-1,2,3,4-tetrahydroisoquinoline

Participants

Reaction Steps

4 M HCl/EtOAc (4 mL) was added to a solution of tert-butyl (2S)-2-[(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)carbonyl]pyrrolidine-1-carboxylate (1.79 g) in EtOAc (4 mL). The mixture was stirred at room temperature for 5 hours. The solvent was evaporated under reduced pressure, and chloroform and a saturated aqueous sodium hydrogen carbonate solution were added to the residue. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered, and concentrated to obtain 1-cyclohexyl-2-L-prolyl-1,2,3,4-tetrahydroisoquinoline (1.26 g).

Provenance & Evidence