Diethyl Ether → HCID 15398356, compound

Participants

Reaction Steps

A sample of 4-ferrocenylbenzyl alcohol 16 (630 mg, 2.15 mmol) was added to a suspension of pyridinium chlorochromate (1.22 g, 3.23 mmol) in CH2Cl2 (5 mL) and the mixture was stirred under argon at rt for 18 h. Then Et2O (20 mL) was added and the mixture was filtered through a pad of Celite. The filtrate was concentrated and chromatographed (silica, CH2Cl2/hexanes, 4:1) affording 306 mg (47.8%). TLC (silica, CH2Cl2), Rf=0.35; mp 122-125° C. (lit.35a 121-125° C.); 1H NMR δ 4.07 (s, 5H), 4.46 (A2B2, J=1.5 Hz, 2H), 4.47 (A2B2, J=1.5 Hz, 2H), 7.60, 7.78 (AA′BB′, J=8.7 Hz, 4H), 9.97 (s, 1H); 13C NMR δ 67.8, 70.5, 70.6, 70.8, 127.0, 127.7, 130.7, 130.7, 134.7, 192.5; EI-MS obsd 290.0406 (M+), calcd exact mass 290.0394; Anal. Calcd for C17H14FeO: C, 70.37; H, 4.86. Found: C, 70.50; H, 4.81.

Provenance & Evidence