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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678893Generated: October 26, 2026

Dimethyl Sulfoxide → 1-Vinyl-4,5,6,7-tetrahydroindole

https://huagongshe.com/reaction/1678893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantDiethyl EtherHCID 3283—
ReactantAcetyleneHCID 6326—
ReactantCyclohexanone OximeHCID 7517—
ReactantPotassium HydroxideHCID 14797—
Solvent1,4-DioxaneHCID 31275—
Product1-Vinyl-4,5,6,7-tetrahydroindoleHCID 1115938891.6%

Reaction Steps

5 g of cyclohexanone oxime, 1 g of potassium hydroxide, 50 ml of dimethylsulfoxide and 50 ml of dioxane are heated for a period of one hour at the temperature of 140° C in the presence of a 5-fold excess of acetylene (with respect to the stoichiometric amount thereof). After extraction with diethyl ether and distillation 5.4 g (yield is 91.6%) of 1-vinyl-4,5,6,7-tetrahydroindole are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04077975
Source datasetuspto-grants-1978_03
ORD IDord-9cff0faa917246d8b95adbf38e874681
Source noteuspto-grants-1978_03