Reacción #833535

Ecuación de reacción

fluorene

iodine

periodic acid

→

product

2-Iodofluorene

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato cool to ambient temperature
2. 2
   Filtraciónfiltered
3. 3
   workup.DISSOLUTIONdissolved in toluene
4. 4
   Lavadowashed with 5% sodium hydrogen sulphite(to remove excess iodine)
5. 5
   ConcentraciónThe toluene solution was concentrated under vacuo

Procedimiento

A 250 mL round-bottomed flask was charged with 20.0 g (120 mmol) fluorene, 16.0 g (60 mmol) iodine and 4.0 g (17 mmol) periodic acid. 150 mL (80%) acetic acid was added to the reaction mixture. The mixture was stirred under nitrogen at 80° C. for 4 hours. The mixture was then allowed to cool to ambient temperature. The solid residue was vacuum filtered, dissolved in toluene and then washed with 5% sodium hydrogen sulphite(to remove excess iodine). The toluene solution was concentrated under vacuo and then passed through a flash column using toluene as the eluent to give 32.0 g (91% yield) of the product (off white solid).

Fuente