Trifluoroacetic acid → Perfluorophenyl 5-(pyrrolidin-2-yl)naphthalene-2-sulfonate 2,2,2-trifluoroacetate

Participants

Reaction Steps

A round-bottom flask was charged with tert-butyl 2-(6-((perfluorophenoxy)sulfonyl)naphthalen-1-yl)pyrrolidine-1-carboxylate (0.315 g, 0.580 mmol) and DCM (3.0 mL) to give a light yellow solution. TFA (1.786 ml, 23.18 mmol) was added in one portion to give a yellow solution. The reaction was stirred for four hours. The reaction was concentrated, dissolved in diethyl ether, and sonicated until a fine white solid triturated out of solution. The solids were filtered, washed with diethyl ether, and vacuum dried overnight to afford perfluorophenyl 5-(pyrrolidin-2-yl)naphthalene-2-sulfonate 2,2,2-trifluoroacetate as an off-white solid. m/z (ESI) 444.0 (M+H)+.

Provenance & Evidence