Sodium Hydroxide → HCID 12969134, compound

Participants

Reaction Steps

A solution of 621.9 mg of N-(3′-pivaloyloxyphenyl)acridan in 20 mL of methanol containing 2.61 g of 1 M NaOH (2.6 mmol) was refluxed until TLC analysis showed the starting material had been consumed. The solvent was concentrated and the residue was dissolved in water and acidified with 1 M hydrochloric acid. The resulting precipitate was collected via suction filtration, taken up with methy.ene chloride, dried over sodium sulfate and concentrated to a crude oil. The oil was chromatographed on silica gel in 5% ethyl acetate in hexanes. The purified product was treated with hexanes and the resultant solid was collected by filtration to afford 315.8 mg of N-(3′-hydroxyphenyl)acridan (67%).

Provenance & Evidence