反应详情

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.

1. temperaturethe mixture was refluxed
2. customfor 24 hours
3. temperatureThe reaction mixture was cooled
4. extractionextracted with HCl 2N
5. extractionextracted with AcOEt (3×100 ml)
6. dry with materialdried over Na2SO4
7. customevaporated to dryness
8. customto yield a residue which
9. customwas purified by chromatography on silica gel eluting with chloroform plus isopropanol (0%→20%)
10. customevaporated