Cornforth reagent → HCID 18786304, compound

Participants

Reaction Steps

Treat a solution of the alcohol from Step 1 (21.5 g, 39.8 mmol) in CH2Cl2 (600 mL) with PDC (22.5 g, 59.9 mmol). Stir the resulting black mixture for 12 h. Filter the reaction mixture through a plug of celite and wash plug with CH2Cl2 (200 mL) and EtOAc (200 mL). Concentrate the filtrate under reduced pressure to give the crude product as a black oil. Purify by silica gel chromatography (column: 10 cm ×24 cm; pack column in CH2Cl2 and elute using a gradient of 100% CH2 Cl2 to 5% CH3OH(NH3)/CH2Cl2) to obtain 16 g (29.9 mmol, 75%) of the title compound as a tan foam.

Provenance & Evidence