Chlorosulfonic acid → 2-Butyl-2-ethylaziridine

Temperature

2.5 °C

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.

1. customthe temperature below 10° C
2. customThe coolant was removed
3. waitthe slurry left
4. concentrationThe reaction was concentrated in vacuo and co-distilled with water (50 ml)
5. addition50% Aqueous sodium hydroxide (55.2 g) and water (50 ml) were added
6. distillationthe mixture was distilled at atmospheric pressure
7. distillationThe organic layer was collected from the distillate
8. dry with materialdried with solid potassium hydroxide

ORD record

ord-92990e47525f44f492668b63c0152c81

Source dataset

uspto-grants-1999_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05910494