9-(chloromethyl)-9H-fluorene

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 500 mg (0.9 mmol) of 5-(3′-methylaminomethyl-biphenyl-4-ylmethylene)thiazolidine-2,4-dione (prepared in Example 12(c)) in 12 ml of aqueous 10% sodium carbonate solution are introduced into a round-bottomed flask. At 0° C., 240 mg of 9H-fluoren-9-ylmethyl chloride in 5 ml of dioxane are added dropwise. The mixture is stirred from 0° C. to room temperature for 4 hours. The reaction medium is immersed in water and extracted with ethyl acetate, after acidification to pH 4. The organic phase is dried over magnesium sulfate, filtered and evaporated. 490 mg (100%) of the expected product are obtained. extracted with ethyl acetate The organic phase is dried over magnesium sulfate filtered evaporated

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The precursor for Fm—S—Ph—CO2H, 9-fluorenylmethyl chloide (Fm—Cl) was synthesized as follows. A solution of 25.0 g of 9-fluorenmethanol (127 mmol, ALDRICH® Chemical Company was refluxed with 150 ml of thionyl chloride. for 30 minutes. The excess thionyl chloride was a removed by distillation and the residue distilled at reduced pressure, then crystallized from ethanol two times to afford 19.2 g of 9-fluorenylmethyl chloride (89.4 mmol, 70%) as a pale yellow solid. The precursor for Fm—S—Ph—CO2H, 9-fluorenylmethyl chloide (Fm—Cl) was synthesized a removed by distillation the residue distilled at reduced pressure crystallized from ethanol two times

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 500 mg (0.9 mmol) of 5-(3′-methylaminomethyl-biphenyl-4-ylmethylene)thiazolidine-2,4-dione (prepared in Example 12(c)) in 12 ml of aqueous 10% sodium carbonate solution are introduced into a round-bottomed flask. At 0° C., 240 mg of 9H-fluoren-9-ylmethyl chloride in 5 ml of dioxane are added dropwise. The mixture is stirred from 0° C. to room temperature for 4 hours. The reaction medium is immersed in water and extracted with ethyl acetate, after acidification to pH 4. The organic phase is dried over magnesium sulfate, filtered and evaporated. 490 mg (100%) of the expected product are obtained. extracted with ethyl acetate The organic phase is dried over magnesium sulfate filtered evaporated