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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415887Generated: November 3, 2026

Chlorosulfonic acid → 2-Butyl-2-ethylaziridine

https://huagongshe.com/reaction/1415887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosulfonic acidHCID 24638—
Reactant2-Amino-2-ethylhexan-1-olHCID 53421066—
SolventAcetonitrileHCID 6342—
Product2-Butyl-2-ethylaziridineHCID 2170997073.1%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

Acetonitrile (150 ml) and the product from step (h) (20.0 g) were mixed under nitrogen, cooled to 2-3° C. and chlorosulphonic acid (16.0 g, Aldrich) was added dropwise keeping the temperature below 10° C. The coolant was removed and the slurry left to stir for 80 minutes at room temperature. The reaction was concentrated in vacuo and co-distilled with water (50 ml). 50% Aqueous sodium hydroxide (55.2 g) and water (50 ml) were added and the mixture was distilled at atmospheric pressure. The organic layer was collected from the distillate and dried with solid potassium hydroxide to give the desired product (12.8 g). 1H NMR consistent with proposed structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05910494
Source datasetuspto-grants-1999_06
ORD IDord-92990e47525f44f492668b63c0152c81
Source noteuspto-grants-1999_06