Acetone → HCID 57473821, compound

Participants

Reaction Steps

A solution of 3-allyl-1-(3,5-bis(trifluoromethyl)-benzyl)-3-isopropylpyrrolidin-2-one (1.0 g, 2.54 mmol) in acetone (9 mL) was cooled to −78° C. O3 was bubbled through this solution until the color had changed from colorless to blue (30 min). At this point nitrogen gas was bubbled through the solution for 5 minutes, and dimethyl sulfide (1.88 mL, 25.4 mmol) was added. The solution was allowed to warm to room temperature over 2 h, and then concentrated in vacuo to yield impure 2-(1-(3,5-bis(trifluoromethyl)benzyl)-3-isopropyl-2-oxopyrrolidin-3-yl)acetaldehyde as a clear oil. Key non-solvent resonances in 1H-NMR (400 MHz, CDCl3) δ=9.81 (s, 1H), 8.0-7.8 (m, 3H), 5.2-5.0 (m, 1H), 4.7-4.5 (m, 1H), 3.4-3.1 (m, 2H), 2.2-1.8 (m, 5H), 1.0-0.8 (m, 6H).

Provenance & Evidence