Reaction #1909804

Reaction equation

n-Propylamine

perfluorobutansulfonyl fluoride

→

N-propylperfluorobutanesulfonamide

Yield 91.5%

Solvents

ethyl acetate

Conditions

Workup

1. 1
   Otherequipped with a stirrer, a condenser
2. 2
   TemperatureAfter completion of the dropping, the mixture in the flask was heated at 40□ with an oil bath
3. 3
   Washwas washed twice with 75 ml of 9% aq. hydrochloric acid solution
4. 4
   DryingEthyl acetate layer was dried with magnesium sulfate
5. 5
   Filtrationwas filtered off
6. 6
   OtherEthyl acetate was evaporated under vacuum

Procedure

n-Propylamine (26.60 g) and ethyl acetate (120 mL) were placed in a glass flask equipped with a stirrer, a condenser and a thermometer, and perfluorobutansulfonyl fluoride (available from Azumax Company) (45.31 g) was added dropwise over 1 hour using a dropping funnel to the flask in an ice bath. After completion of the dropping, the mixture in the flask was heated at 40□ with an oil bath and the mixture was stirred for 5 hours. Then the mixture was cooled to the room temperature and was washed twice with 75 ml of 9% aq. hydrochloric acid solution. Ethyl acetate layer was dried with magnesium sulfate and then was filtered off. Ethyl acetate was evaporated under vacuum to obtain N-propylperfluorobutanesulfonamide (46.8 g).

Source