Toluene → HCID 69640155, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 15.29 g of 3-methoxyacridone (67.9 mmol) in 200 mL of diethyl ether was added 7.73 g of LiAlH4 slowly portionwise. Once evolution of H2 ceased, 200 mL of dry toluene was added under inert atmosphere and the reaction was stirred at reflux for 2 h. The reaction mixture was cooled to 0° C. and dropwise addition of 8.0 mL of water, 8.0 mL of 15% NaOH (aq) and 24.0 mL of water were performed sequentially. 500 mL of CH2Cl2 was added and the resultant precipitate was filtered, washed with 500 mL of CH2Cl2 and discarded. The filtrate was concentrated in vacuo, resuspended in hexanes, and again concentrated to afford 14.06 g of 3-methoxyacridan (98%).

Provenance & Evidence