Trifluoroacetic acid → HCID 71008634, compound

Participants

Reaction Steps

A solution of trifluoroacetic acid (0.89 g, 0.78 mmol) in dichloromethane was added at 4° C. to a stirred solution of 1-(4-(trifluoromethoxy)phenyl)-1H-pyrrole-2,5-dione (2.0 g, 7.8 mmol) and N-(methoxymethyl)(phenyl)-N-((trimethylsilyl)methyl)methanamine (2.2 g, 9.3 mmol) in dichloromethane (100 mL). After 3 h at room temperature, the solution was washed with saturated sodium bicarbonate (80 mL) and brine (80 mL) and dried over Na2SO4. After removal of dichloromethane, the residue was purified by column chromatography on silica gel with petroleum ether:ethyl acetate (10:1 to 5:1) to yield the title compound (2.8 g, 90%). 1H NMR (300 MHz, CDCl3): δ 7.46-7.41 (m, 5H), 7.38-7.31 (m, 4H), 4.19 (s, 2H), 3.89-3.87 (m, 2H), 3.67-3.65 (m, 2H), 3.21 (bs, 2H), LC-MS: [M+1]+ 390.9.

Provenance & Evidence