反应详情

A solution of 10.4 g. of sodium thiosulfate in 60 ml. of water and 100 ml. of ethanol is poured onto 8.6 g. of 1-(2-bromoethyl)-3-methylindole. The reactionmixture is stirred and heated at reflux for 3.5 hr., allowed to cool, and evaporated to dryness. The solid residue is dissolved in boiling isopropanol, dried with a hydrated alkali-aluminum silicate ("Molecular Sieves"), and filtered. Chilling of the filtrate causes 6.4 g. of the sodium indolyethyl thiosulfate derivative to precipitate. This material is collected by filtration and washed with ether. The isolated intermediate is heated at reflux with a solution of sodium hydroxide (9 g. of NaOH, 60 ml. of water, 140 ml. of ethanol) for 3 hr. Ethanol is removed under reduced pressure, the aqueous residue diluted with water and extracted with three portions of ether. Combined ether extracts are washed with water, saturated brine solution, and dried over magnesium sulfate. The filtrate is evaporated, to yield bis-[2-(3-methylindole-1-yl)ethyl]disulfide.

1. temperatureheated
2. temperatureat reflux for 3.5 hr
3. temperatureto cool
4. customevaporated to dryness
5. dissolutionThe solid residue is dissolved
6. dry with materialdried with a hydrated alkali-aluminum silicate ("Molecular Sieves")
7. filtrationfiltered
8. temperatureChilling of the filtrate causes 6.4 g
9. customof the sodium indolyethyl thiosulfate derivative to precipitate
10. filtrationThis material is collected by filtration
11. washwashed with ether
12. temperatureThe isolated intermediate is heated
13. temperatureat reflux with a solution of sodium hydroxide (9 g. of NaOH, 60 ml. of water, 140 ml. of ethanol) for 3 hr
14. customEthanol is removed under reduced pressure
15. additionthe aqueous residue diluted with water
16. extractionextracted with three portions of ether
17. washCombined ether extracts are washed with water, saturated brine solution
18. dry with materialdried over magnesium sulfate
19. customThe filtrate is evaporated