2-(But-3-en-1-yloxy)cyclohexanol → 2-(But-3-en-1-yloxy)cyclohexanone

Participants

Reaction Steps

To a suspension of PCC (26.6 g, 123 mmol) in CH2Cl2 (160 mL) was added 2-(but-3-en-1-yloxy)cyclohexanol (7 g, 41 mmol) in CH2Cl2 (10 mL). The reaction was stirred at rt overnight. The mixture was filtered through a pad of celite and washed with CH2Cl2. The residue was purified by column chromatography to give the title compound. 1H NMR (500 MHz, CDCl3) δ 5.75-5.90 (m, 1H), 4.95-5.15 (m, 2H), 3.78 (dd, 1H, J=5.37 Hz, 9.76 Hz), 3.65-3.70 (m, 1H), 3.39-3.45 (m, 1H), 1.05-2.58 (m, 10H).

Provenance & Evidence