The goal of this portion of the research project was to synthesize 9-fluoro-9H-fluoren-1-ol from 9-oxo-9H-fluorene-1-carboxylic acid. This scheme was tested in a model reaction. Here, the initial reagent was benzoic acid, and through various reactions, it went to benzamide, then aniline, and finally into phenol. Benzoic acid was treated with thionyl chloride to yield benzamide. Benzamide was treated with bleach to yield aniline. Aniline was then treated with sulfuric acid and sodium nitrite to yield phenol. Ultimately, this scheme can be applied in the process of synthesizing9-oxo-9H-fluorene-1-carboxylic acid from 9-oxo-9H-fluorene-1-carboxylic acid.

Synthesis of 9-fluoro-9H-fluoren-1-ol

249th National Meeting (2015)

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