Dimethyl Disulfide → HCID 20285731, compound

Participants

Reaction Conditions

Reaction Steps

20.0 G. of 2,4-dibromo-3,5-dimethylthiophene was dissolved in 300 ml. of anhydrous ethyl ether. The resulting solution was cooled to -70° C. with stirring under argon. 32 Ml. of a 2.4 M solution of n-butyl lithium was added slowly and the solution was warmed to -32° C. for 10 minutes and then cooled again to -70° C. 7.5 G. of dimethyl disulfide was added slowly while the temperature was maintained at -70° C. The resulting solution was warmed to room temperature and stirred for 2 hours then poured into ice water, stirred for 15 minutes, and extracted with ethyl ether. The combined ether extracts were washed with water, 5% sodium carbonate, and saturated sodium chloride solution; dried over sodium sulfate, filtered and evaporated to yield 3-bromo-2,4-dimethyl-5-(methylthio)thiophene.

Provenance & Evidence