Reaction #2069932

Reaction equation

water

4-(4-allyloxybutyloxy)benzoic acid

2,7-dihydroxy-9-methylfluorene

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

→

2,7-di[4-(4-allyloxybutyloxy)benzoyloxy]-9-methylfluorene

Solvents

methylene chloride

Conditions

Workup

1. 1
   Dryingthe organic layer was dried with anhydrous magnesium sulfate
2. 2
   OtherThe solvent was evaporated away
3. 3
   Otherthe resulting residue was purified through silica gel chromatography
4. 4
   Otherrecrystallized from a mixed solvent of ethanol and ethyl acetate

Procedure

1.34 g of 4-(4-allyloxybutyloxy)benzoic acid and 0.46 g of 2,7-dihydroxy-9-methylfluorene were dissolved in 30 ml of methylene chloride and cooled to 5° C. 0.01 g of dimethylaminopyridine and 1.15 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride were added to it, and stirred at room temperature for 12 hours. 50 ml of water was added to it for liquid-liquid separation, and the organic layer was dried with anhydrous magnesium sulfate. The solvent was evaporated away, and the resulting residue was purified through silica gel chromatography, and recrystallized from a mixed solvent of ethanol and ethyl acetate to obtain 0.6 g of 2,7-di[4-(4-allyloxybutyloxy)benzoyloxy]-9-methylfluorene.

Source