Bicyclo(2.2.1)heptane-2-methanol → Bicyclo[2.2.1]heptane-2-carbaldehyde

Participants

Reaction Steps

A stirred suspension of 2-norbornylmethanol (0.5 ml; 5.8 mmol) and PCC on Al2O3* in CH2Cl2 (25 ml) was stirred at 2–3° C. for 1 h and then allowed to slowly warm up to rt. The reaction mixture was filtered and the solid material washed with CH2Cl2 (2×25 ml). The combined organic fractions were adsorbed onto silica and chromatographed to give 300 mg (42%) product as an oil. *[see Cheng Y.-S, Liu W.-L. and Chen S.-H., Synthesis, (1980) 223.]

Provenance & Evidence