18-Crown-6 → HCID 57466786, compound

Participants

Reaction Steps

Add 1-(2-bromo-4-fluoro-phenyl)-2,2,2-trifluoro-ethanol (12 g, 43.9 mmol) in 20 mL DCM to a stirred suspension solution of 3,3,3-triacetoxy-3-iodophthalide (52 g, 122.6 mmol) and 18-crown-6 (0.6 g) in DCM (400 mL). Stir the mixture at RT for 4 h and pour into a solution of NaHCO3/NaS2O3. Wash the organic layer with water, dry over sodium sulfate, and concentrate in vacuo. Purify the resulting crude product by FCC (20% ethyl acetate in hexane as the eluant) to give the title compound as a pale yellow oil (9 g, 76%). 1H NMR (400 MHz, CDCl3) δ 7.77 (m, 1H), 7.51 (m, 1H), 7.20 (m, 1H).

Provenance & Evidence