(-)-Epichlorohydrin → Diglycidyl ether

Participants

Reaction Steps

To a solution of 4-(4-n-octylphenyl)-2-cyanophenol (1.9 g) prepared in Preparation 2 in t-butyl alcohol (40 ml) is added potassium t-butoxide (832 mg). After a short period of time, R-(-)-epichlorohydrin (2.5 ml) and 4-(N,N-dimethylamino)pyridine (100 mg) are added to the mixture, and the mixture is stirred at room temperature for 2 days. The reaction mixture is concentrated under reduced pressure, and to the residue is added water. The mixture is extracted with ether and the extract is dried and distilled to remove ether. The crude product thus obtained is purified by silica gel column chromatography to give S isomer of a glycidyl ether (750 mg) of the following formula: ##STR49##

Provenance & Evidence