Sodium hydride → HCID 19102393, compound

Participants

Reaction Steps

In a 30 ml-round-bottomed flask, a solution of 0.188 g (0.50 mM) of 2-(4-hydroxyphenyl)-5-(4-octyloxyphenyl)pyrimidine in dry THF and 2 ml of dry N,N-dimethylformamide were placed and sufficiently stirred. To the mixture, 40 mg of 60%-sodium hydride was added and 0.183 g (0.50 mM) of (-)-3-trifluoromethylnonyl p-toluene sulfonate was further added dropwise, followed by stirring for 6 hours at 130° C. After the reaction, distilled water was added to the reaction mixture and extracted with ether, followed by drying with anhydrous sodium sulfate and purification by thin-layer chromatography (developing solvent: hexane/ethyl acetate =3/1 (first) and 4/1 (second)) to obtain 0.13 g (0.23 mM) of 2-{4-(3-trifluoromethylnonyloxy)phenyl}-5-(4-octyloxyphenyl)pyrimidine (Yield: 46.0%). ##STR86##

Provenance & Evidence