HCID 20145924, compound → HCID 66651942, compound

Participants

Reaction Steps

Combine [2-(2-methoxy-phenyl)-cyclohexyl]-acetaldehyde (0.336 g, 1.45 mmol), and acetone (10.0 mL). Add dropwise Jones reagent until color goes from green to orange and persists for several minutes (approximately 1.0 mL). Then concentrate on rotovap then add ethyl acetate and wash excess chromium away with brine washes. Dry over anhydrous sodium sulfate, concentrate to yield the titled compound (0.301 g, 84%). TLC Rf=0.13 in 20% ethyl acetate/hexanes. 1H NMR (CDCl3): 7.2 (m, 1H), 7.0 (m, 1H), 6.8 (m, 2H), 3.8 (s, 3H), 3.3 (m, 1H), 2.6 (m, 1H), 2.3 (m, 1H), 2.0 (m, 1H), 1.6 (m, 8H).

Provenance & Evidence