Epichlorohydrin → Tert-octylglycidyl thioether

Participants

Reaction Steps

A solution of 66 parts by weight of sodium hydroxide, 300 parts by weight of water and 8 parts by weight of tetrabutylammonium chloride is added dropwise within 70 minutes at 15° to 20° C., with stirring and partial cooling (particularly at the commencement of the addition) to a mixture of 219 parts by weight of tert-octylmercaptan and 135 parts by weight of epichlorohydrin. The reaction mixture is subsequently stirred at 50° C. for 1 hour; the aqueous phase is then separated, and the organic phase is washed with 200 parts by weight of water. The organic phase is finally distilled in vacuo to thus obtain the tert-octylglycidyl thioether as a colourless liquid having a boiling point of 74° to 75° C. at 0.02 mbar, and a refractive index of nD20 =1.4803; the yield is 250 parts by weight, which corresponds to 82% of the theoretical yield.

Provenance & Evidence