Water → HCID 10778954, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,3-dihydro-4-acetoxymethyl-1H-cyclopent[a]anthracene-6,11-dione (74 mg, 0.23 mmol) in MeOH (12 mL) containing H2O (3mL) and triethylamine (2mL) is heated at 55° C. for 3 hours. The mixture is evaporated in vacuo, and the residue is coevaporated twice with EtOH (10 mL) to dryness. The residue is recrystallized from CHCl3 to give2,3-dihydro-4-hydroxymethyl-1H-cyclopent[a]anthracene-6,11-dione, 48 mg (75%), mp 191°-192° C. 1H NMR (DMSO-d6): δ2.14 (2H, q, J=7.6 Hz, CH2 -2), 2.88 (2H, t, J=7.6 Hz, CH2 -3), 3.40 (2H, t, J=7.6 Hz, CH2 -1), 4.61 (2H, d, J=5.5 Hz, CH2 --OH), 5.53 (1 H, t, J=5.5 Hz, OH), 7.90-8.18 (5H, m, Ar--H). Anal. Calc'd for C18H14O3 : C, 77.68; H, 5.07. Found: C, 77.70; H, 5.06.

Provenance & Evidence