Toluene → HCID 67482413, compound

Participants

Reaction Steps

A mixture of the hydroxy isoindolone prepared in Part B (6.3 g, 0.023 mmol) and (carbethoxymethylene)-triphenylphosphorane (9.8 g, 28.1 mmol) in toluene (100 mL) was stirred at reflux for 24 hr, cooled to room temperature and evaporated in vacuo. The resulting oil was diluted with EtOH/H2O (90/30 mL) and potassium carbonate (4.2 g, 30.4 mmol) was added. The reaction mixture was stirred at reflux for 16 hr, evaporated in vacuo, diluted with water (150 mL) and acidified with 6N HCl to pH 3. The aqueous mixture was stirred at RT for 16 hr and the solid precipitates collected and dried under reduced pressure to provide a white sold product (5.95 g) 82%.

Provenance & Evidence