Ethyl Acetate → HCID 86712711, compound

Participants

Reaction Steps

TBAF (1.0 M in THF; 4.29 mL, 4.29 mmol) was added to a solution of methyl 2-(5-(trifluoromethyl)-2-((trimethylsilyl)ethynyl)phenyl)acetate (A104) (0.900 g, 2.86 mmol) in THF (25 mL) at 0° C. The resulting mixture was stirred at 0° C. for 5 minutes before the addition of EtOAc (50 mL) and 10% aqueous NaHCO3 (50 mL). The layers were separated and the organic phase dried (MgSO4) then the solvent was evaporated under reduced pressure. The residue was adsorbed onto silica gel and purified by silica gel column chromatography (Biotage Isolera, SiO2 cartridge, 0-10% EtOAc in petroleum benzine 40-60° C.) to give the title compound A105 as a light brown coloured liquid (0.498 g, 72%); 1H NMR (400 MHz, CDCl3) δ 7.60 (d, J=8.1 Hz, 1H), 7.56 (s, 1H), 7.50 (d, J=8.1 Hz, 1H), 3.89 (s, 2H), 3.71 (s, 3H), 3.40 (s, 1H). LCMS-A: rt 6.094 min; m/z 243.1 [M+H]+.

Provenance & Evidence