Trifluoromethanesulfonic anhydride → HCID 117728745, compound

Participants

Reaction Steps

To a solution of ethyl 2-[3-(4-hydroxyphenyl)oxetan-3-yl]acetate (500 mg, 2.12 mmol), TEA (321 mg, 3.17 mmol), and DCM (40 mL) was added dropwise a solution of Tf2O (658 mg, 2.33 mmol) in DCM (20 mL) in 15 min at −5° C. (ice/salt bath). After stirring for an hour, the reaction was quenched by the addition of water (50 mL). The crude mixture was extracted with DCM (2×40 mL). The organic layers were combined and concentrated to a residue which purified by flash column chromatography on silica gel (1-5% EtOAc/petroleum ether) to afford compound 67a as white oil. Mass Spectrum (LCMS, ESI pos.): Calcd. for C14H15F3O6S: 369.3 (M+H). found: 369.1.

Provenance & Evidence