3-Hydroxymethyldibenzo[b,f]thiepin 5-oxide → Dibenzo[b,f]thiepin-3-carboxaldehyde-5-oxide

Participants

Reaction Steps

Dissolve 512 mg (2 mmole) of 3-hydroxymethyldibenzo[b,f]thiepin 5-oxide in 50 ml of methylene chloride and add 648 mg (3 mmole) of pyridinium chlorochromate. Stir at room temperature for 1.5 hours and then filter the mix through a bed of Florisil. Wash the Florisil with dichloromethane; and to the combined filtrate add 4 g of silica gel. Evaporate the suspension to dryness, and place the solid on top of a column of 50 g of silica and elute the title compound with a 1:9 mixture of ethyl acetate and toluene. The compound has a m.p. of 188°-190° C.

Provenance & Evidence