Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester → HCID 5377737, compound

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Reaction Steps

Ketone 30t was prepared from aniline 30r (0.045 mmol.), treated with 500 μL of a solution 40% anhydrous acetic in pyridine at room temperature for 2 hours. The solvent was removed and the product was precipitated with 1N NaOH. The solid was washed with water and obtained as a yellow solid (77% yield). mp 191-193° C. 1H NMR (CDCl3) δ 9.21 (s, 1H), 8.79 (s, 1H), 8.27 (dt, 1H, J=7.9 Hz, 1.8 Hz), 7.78 (d, 1H, J=15.7 Hz), 7.59 (s, 4H), 7.39 (m, 3H), 2.19 (s, 3H). 13C NMR (CDCl3) δ 189.42, 169.02, 153.39, 149.99, 145.83, 140.87, 136.29, 133.97, 130.08, 124.07, 120.50, 120.03, 25.11. HRMS (FAB) calcd for C16H15N2O2 ([M+H]+): 267.1128. found 267.1141.

Provenance & Evidence