Trifluoroacetic acid → HCID 178421651, compound

Participants

Reaction Steps

A solution of 16 (10 mg, 0.019 mmol) in 3 mL of CH2Cl2 and TFA (30 μL, 0.389 mmol) was aged for 18 hours. Analysis of the reaction demonstrated complete conversion of starting materials to the product. The solvents were removed under reduced pressure. The residue was dissolved in EtOAc and precipitated with hexanes. The mother liquor was removed and the solid residue was washed with hexanes and subsequently with Et2O to yield the product 17 as a solid. 1H NMR (300 MHz, CDCl3) δ 3.97 (s, 3H), 4.99 (s, 2H), 5.04 (d, 1H, J=2 Hz), 5.63 (d, 1H, J=2 Hz), 6.90 (br s, 1H), 7.04 (t, 2H, J=8 Hz), 7.31 (dd, 2H, J=5, 8 Hz), 7.71 (dd, 1H, J=4, 8 Hz), 8.64 (dd, 1H, J=2, 9 Hz), 9.11 (d, 1H J=3Hz); 19F NMR (282.6 MHz, CDCl3) δ 62.1; EI MS (m/z) 351.5 [MH+], 383.3 [M+Na].

Provenance & Evidence