HCID 5249038, compound → HCID 11440186, compound

Participants

Reaction Steps

A solution of 380 mg of 9,9'-spirobifluorene-2,2'-dimethanol in 15 ml of toluene is admixed with 5 g of chromium(VI) oxide on graphite (Seloxcette, Alpha Inorganics) and the mixture is refluxed for 48 hours under nitrogen. It is then filtered with suction through a glass filter and the filtrate is evaporated. Chromatography over silica gel using chloroform and crystallization from methylene chloride/ether gives 152 mg of 9,9'-spirobifluorene-2,2'-dicarbaldehyde (m.p. >300° C.) and 204 mg of 2'-hydroxymethyl1-9,9'-spirobifluorene-2-carbaldehyde (m.p. from 262° to 263° C.)

Provenance & Evidence