Dicyclohexylcarbodiimide → Indane

Participants

Reaction Steps

0.2 g (0.60 mM) of 2-octyl-5-(5-hydroxypyrimidine-2-yl)indan, 0.07 g (0.62 mM) of s-(-)-tetrahydro-2-furancarboxylic acid, 0.13 g (0.62 mM) of DCC, 0.01 g of 4-dimethylaminopyridine and 10 ml of methylene chloride were mixed and stirred for 6 hours at room temperature. The resultant N,N'-dichlorhexylurea was recovered by filtration, washed with dichloromethane, and added to the filtrate. The resultant dichloromethane solution was subjected to distillation under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate/methylene chloride=1/10) and recrystallized from a mixture solvent (toluene/ethanol) to obtain 0.15 g of 2-octyl-5-[5-(tetrahydro-2-furancarbonyloxy))pyrimidine-2-yl]indan (Yield: 82.7%). ##STR149##

Provenance & Evidence