HCID 69203609, compound → HCID 69205956, compound

Participants

Reaction Steps

To a stirred solution of (3-benzyloxy-4-methoxy-phenyl)-(3-ethoxy-4-methoxy-phenyl)-methanol (7.22 g, 18.3 mmol) in CH2Cl2 (40 mL) at room temperature was added activated MnO2 powder (4.6 g, 53 mmol) and kept adding 2˜3 equivalents of MnO2 every 35 h until HPLC showed disappearance of the starting material. The black suspension was filtered through a Celite pad, concentrated in vacuo to give (3-benzyloxy-4-methoxy-phenyl)-(3-ethoxy-4-methoxy-phenyl)-methanone as a brown solid (7.24 g, 100% yield): 1H NMR (CDCl3) δ 1.49 (t, J=7 Hz, 3H, CH2CH3), 3.95 (s, 3H, OCH3), 3.97 (s, 3H, OCH3), 4.14 (q, J=7 Hz, 2H, CH2CH3), 5.20 (s, 2H, CH2), 6.83 (d, J=8 Hz, 1H, Ar), 6.94 (d, J=8 Hz, 1H, Ar), 7.23-7.47 (m, 9H, Ar). The product was used in the next step without further purification.

Provenance & Evidence