Trifluoromethanesulfonic acid → HCID 19390780, compound

Participants

Reaction Steps

A suspension of the product from Example 1 (0.29 g) in dichloromethane (4 mL) and anisole (0.17 mL) was cooled in an ice-water bath. Trifluoromethanesulfonic acid (0.23 mL) was added to the mixture dropwise. The dark colored, gummy reaction mixture was allowed to warm to room temperature. After 30 minutes, the reaction mixture was cooled in an ice-water bath and was quenched with saturated sodium bicarbonate. The mixture was extracted with ethyl acetate and the extracts were washed (saturated sodium bicarbonate, brine), dried, and evaporated. The crude product was purified by trituration with ether to yield the title compound as a white solid (0.16 g); TLC: Rf =0.19, methanol:dichloromethane (5:95); NMR: 0.75 (d,3), 0.82 (t,3), 0.86 (d,3), 1.40-1.50 (m,2), 2.20-2.30 (m,1), 3.08 (q,2), 4.50 (q,2), 4.82 (dd,1), 5.17 (broad s, 2); MS: m/z=464 (M+1).

Provenance & Evidence