Réaction #81375

ord-a0b1d0989e924597acbf75d2283fb2f8

Équation de réaction

[Na+].[OH-]
sodium hydroxide
CC(C)(C)CC(C)(C)S
tert-octylmercaptan
ClCC1CO1
epichlorohydrin
CC(C)(C)CC(C)(C)SCC1CO1
tert-octylglycidyl thioether

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurepartial cooling (
  2. 2
    workup.ADDITIONespecially at the commencement of the addition),
  3. 3
    workup.STIRRINGThe reaction mixture is further stirred for 1 hour at 50° C.
  4. 4
    Autrethe aqueous phase is then separated
  5. 5
    Lavagethe organic phase is washed with 200 parts by weight of water
  6. 6
    workup.DISTILLATIONThe organic phase is finally distilled in vacuo

Mode opératoire

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 at 15° to 20° C. in the course of 70 minutes, with stirring and partial cooling (especially 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 further stirred for 1 hour at 50° C.; 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 in the form of 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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05618778uspto-grants-1997_04