Hydrochloric Acid → HCID 22412484, compound

Participants

Reaction Steps

The oil from Step 3 containing 1-acetoxy-9-methoxy-3-methoxycarbonyl-4-methylphenanthrene (77.0 grams, 0.236 mole) was added to a reaction flask containing one mL of concentrated hydrochloric acid in 300 mL of methanol. The reaction mixture was refluxed for 3 hours. The methanol was removed under vacuum and the crude product was purified on a silica gel column using a 1:4 ratio of ethyl acetate:hexane as the eluant. The product was crystallized from methanol and collected by vacuum filtration to yield 15.0 grams of 1-hydroxy-9-methoxy-3-methoxycarbonyl-4-methylphenanthrene.

Provenance & Evidence