Acetic Acid → HCID 15518234, compound

Participants

Reaction Steps

After 2,3-(methylenedioxy)-6-[4-(t-butyldimethylsiloxy)butyl]-7-benzyloxy-8-methoxy-benzo[c]phenanthridine (532 mg, 0.89 mmol) was dissolved in tetrahydrofuran (6 mL), acetic acid (102 μL, 1.78 mmol) and tetrabutylammonium fluoride (1M tetrahydrofuran solution, 1.78 mL) were added to the solution. The mixture was stirred at room temperature. The reaction solution was concentrated in vacuo. The residue was diluted with methylene chloride (30 mL), which was then washed with water. After the organic phase was dried over anhydrous sodium sulfate, the solvent was distilled off in vacuo. The residue was purified by silica gel column chromatography (eluted with 1% methanol-methylene chloride) to give 2,3-(methylenedioxy)-6-(4-hydroxybutyl)-7-benzyloxy-8-methoxy-benzo[c]phenanthridine (372 mg, yield 87%) as light yellow needles.

Provenance & Evidence