HCID 178519467, compound → HCID 178519466, compound

Participants

Reaction Steps

1-(α-Hydroxybenzyl)-2-ferrocenyl cyclopentane (360 mg; 1 mmole) was added to a suspension of chromium trioxide dipyridine complex (1.6g; sixfold excess) in calcium chloride dried methylene chloride (25 ml) at room temperature with stirring for 1 hr. The suspension was filtered, the organic solution was washed with 2N NaOH (2 × 100 ml), 2N HCl (2 × 100 ml) and water (2 × 100 ml), and dried (Na2SO4) to yield a pale brown oil which crystallized on trituration with petroleum ether. Recrystallization from petroleum ether (bp 40°-60°) gave the desired product as a yellow solid (80 mg; 22%) mp 109°-110° IR:νmax 1670 cm-1 'HNMR: δ 7.7 and 7.4 (multiplets 5H); 4.0 (s, 5H); 4.1 - 3.9 (m; 4H); 3.5 (m, 1H); 2.0 (m; 7 H)

Provenance & Evidence