Sulfuric Acid → 9-(3-Methoxy-benzylidene)-9,10-dihydro-anthracene

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Reaction Steps

Add 4. 1 g (13 mmol) of (9,10-dihydro-anthracen-9-yl)-(3-methoxy-phenyl)-methanol to HOAc (75 mL) containing sulfuric acid (2 mL). Reflux for 2 h and pour into 1.2L ice water. Extract the product into EtOAc and wash with dilute NaOH. Dry (MgSO4) the organic solution, and concentrate to give 4.8 g dark oil. Purify on the ISCO using EtOAc/hexane to give 1.12 g (29%) title compound as a colorless oil. HPLC shows >95% purity. 1H NMR (CDCl3) δ3.87 (s, 2H), 3.92 (s, 3H), 6.89-7.47 (m, 13H); MS (CI) 298 (M).

Provenance & Evidence