Methyl 9-hydroxy-9H-fluorene-9-carboxylate → HCID 86602259, Verbindung

Beteiligte Stoffe

Reaktionsschritte

0.980 g (0.0041 mol) of 9-Hydroxy-9H-fluorene-9-carboxylic acid methyl ester were dissolved in 30 ml of toluene. To this solution 0.412 g (0.0041 mol) of (3R)-1-methylpyrrolidin-3-ol (Intermediate I-19) and a catalitic amount of Na(0) were added and the mixture was refluxed using a Dean-Stark system for 24 hours. The reaction mixture was cooled, and extracted with HCl 2N. The aqueous layer was basified with K2CO3 and extracted with AcOEt (3×100 ml). The organic layers were combined, dried over Na2SO4 and evaporated to dryness to yield a residue which was purified by chromatography on silica gel eluting with chloroform plus isopropanol (0%→20%). Appropiate fractions were combined and evaporated to give 0.390 g (31%) of the title compound as an oil.

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