Sodium Hydroxide → 9,9'-Spirobi[fluorene]-2,2'-dicarboxylic acid

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Reaction Steps

 While stirring. first 7.2 g of bromine and then a solution of 3.0 g of 2,2′-diacetyl-9,9′-spirobifluorene in a little dioxane were added dropwise at 0° C. to a solution of 6.0 g of sodium hydroxide in 30 ml of water. After stirring for a further hour at room temperature, the clear yellow solution was admixed with 1 g of sodium hydrogen sulfite dissolved in 20 ml of water. After acidification with concentrated HCl, the colorless product which precipitated was filtered off and washed with a little water. Recrystallization from ethanol gave 9,9′-spirobifluorene-2,2′-dicarboxylic acid as clear, colorless prisms (mp. 352° C.).

Provenance & Evidence