HCID 5249038, compound → HCID 11440186, compound

Participants

Reaction Steps

5 g of chromium(VI) oxide on graphite (Seloxcette, Alpha Inorganics) were added to a solution of 380 mg of 9,9′-spirobifluorene-2,2′-dimethanol in 15 ml of toluene, and the mixture was refluxed under nitrogen for 48 h. The mixture was then filtered with suction using a glass suction filter, and the filtrate was evaporated. Chromatography on silica gel using chloroform and crystallization from methylene chloride/ether produced 152 mg of 9,9′-spirobifluorene-2,2′-dicarbaldehyde (m.p. >300° C.) and 204 mg of 2′-hydroxymethyl-9,9′-spirobifluorene-2-carbaldehyde (m.p. 262 to 263° C.).

Provenance & Evidence