Epoxidation of(Z,E,E)-1,5,9-cyclododecatriene with hydrogen peroxide over phase transfer catalysts

摘要

Methyltrioctylammonium chloride(or bromide)was best and [(76:24)dimethyldioctadecyl + dihexadecyl]ammonium chloride or Bu_4NCl was next best as a phase-transfer catalyst.Reaction was run 45 min at 50 deg C with 0.7wt.% catalyst,reactant ratio 1:1,and WO_4~(2-)/PO_4~(3-)/catalyst = 5:2.5:1(by moles).The 1,5 or 6-substituted sym.bromides and chlorides were inactive.Regardless of the salt type,epoxidation did not stop at the epoxide stage but followed to destroy the epoxy ring,