Trifluoroacetic acid → HCID 86691559, compound

Participants

Reaction Steps

A solution of ethyl 2-tert-butoxy-2-(4-fluoro-3-methyl-(trifluoromethylsulfonyloxy)naphthalen-2-yl)acetate (1.75 g, 3.76 mmol) in DCM (30 mL) was treated dropwise with TFA (3.0 mL) over 3 min at 23° C. After 16 h, the reaction was diluted with H2O (60 mL) and the system was extracted with DCM (3×20 mL). Combined organic layers were dried (Na2SO4), filtered, and concentrated giving the crude desired product (˜1.54 g obtained), which was used in the next reaction. 1H NMR (400 MHz, CDCl3) δ 8.11-8.06 (m, 1H), 7.67-7.64 (m, 1H), 7.61-7.52 (m, 2H), 7.41 (d, J=7.8 Hz, 1H), 5.79 (s, 1H), 4.34-4.22 (m, 2H), 2.40 (d, JHF=3.2 Hz, 3H), 1.22 (t, J=7.4 Hz, 3H). 19F NMR (377 MHz, CDCl3) δ−122.6 (app. s, 1F), −73.3 (s, 3F).

Provenance & Evidence