Reaktion #77962

Reaktionsgleichung

tert-butyl nitrite

dimethyl disulfide

2,3-dimethylaniline

dimethyl disulfide

→

2,3-dimethylthioanisole

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturFor work-up, the mixture is cooled
2. 2
   Filtrationfiltered off with suction through kieselguhr
3. 3
   Waschenthe filtrate is washed with saturated aqueous NaHCO3 solution
4. 4
   SonstigeFor the purification of the product
5. 5
   Sonstigethe organic phase is separated by distillation
6. 6
   SonstigeInitially, excess dimethyl disulfide is removed at atmospheric pressure
7. 7
   Sonstige1446 g of dimethyl disulfide (purity>97% according to GC) are recovered
8. 8
   workup.DISTILLATIONThe residue is then subjected to fractional distillation under reduced pressure (0.1 mbar)

Vorschrift

355 g (3.44 mol) of tert-butyl nitrite and 250 g of copper powder (3.9 mol) are initially charged in 1250 ml of dimethyl disulfide, and a solution of 250 g (2.07 mol) of 2,3-dimethylaniline in 1000 ml of dimethyl disulfide is added dropwise at 50-52° C. The mixture is subsequently stirred at 75-80° C. for 1.5 hours. For work-up, the mixture is cooled, filtered off with suction through kieselguhr, and the filtrate is washed with saturated aqueous NaHCO3 solution. For the purification of the product, the organic phase is separated by distillation. Initially, excess dimethyl disulfide is removed at atmospheric pressure. 1446 g of dimethyl disulfide (purity>97% according to GC) are recovered. The residue is then subjected to fractional distillation under reduced pressure (0.1 mbar).

Quelle