HCID 69542107, compound → HCID 21880349, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(isopropyl)-1-(5-methyl-4-phenyl(2-thienyl))prop-2-en-1-one (98 g crude product) and Eaton's reagent (200 mL) was heated to 90° C. with stirring. After 10 minutes, the reaction mixture was poured slowly into water (500 mL). The product was extracted with dichloromethane, washed with a saturated aqueous solution of NaHCO3, and dried (MgSO4). Rotoevaporation of solvent gave 98 g of crude product (˜70% product by GC/MS). A portion of the product was further refined by chromatography on silica. 1H-NMR δ (CDCl3): 7.15–7.4 (m, 5H), 2.7 (m, 2H), 2.5 (m, 1H), 2.38 (s, 3H), 2.3 (m, 1H), 0.9 (d, 3H). EIMS: m/z (%) 270 (M+, 10), 255 (4), 228 (100), 213 (5), 195 (5), 184 (10), 165 (7), 152 (6).

Provenance & Evidence