Trifluoroacetic acid → HCID 69199322, compound

Participants

Reaction Steps

Triethylsilane (18.46 g; 0.159 mol) was added slowly to the solution of (2-ethyl-benzofuran-3-yl)-phenyl-methanol (20 g; 0.079 mol) in methylene chloride (200 mL) while stirring and cooling in ice bath under an atmosphere of nitrogen. Trifluoroacetic acid (40 mL) was then added dropwise. The mixture was then stirred at room temperature for one hour and the solvent was then evaporated. The residue was extracted with ether and the ethereal extracts were combined, washed with sodium bicarbonate solution, water, dried over anhydrous magnesium sulfate and the solvent was evaporated to give the product (19.2 g) as an oil. Mass spectrum (ESI, [M+] m/z 236. 1HNMR (400 MHz, DMSO-d6): δ 1.22 (t, 3H, J=7.47 Hz), 2.91 (q, 2H, J=7.47 Hz), 3.97 (s, 2H), 7.08 (dt, 1H, J=7.25, 1.1 Hz), 7.12-7.2 (m, 2H), 7.24-7.26 (m, 4H). 7.34-7.37 (m, 1H), 7.43-7.46 (m, 1H). Elemental Analysis for C17H16O: Calculated: C, 86.41; H, 6.82. Found: C, 86.16; H, 6.71.

Provenance & Evidence