Trifluoromethanesulfonic anhydride → 3,3,4,4,4-Pentafluorobutyl trifluoromethanesulphonate

Temperature

56 °C

198.49 g (703.51 mmol) of trifluoromethanesulphonic anhydride were initially charged under argon. The flask was immersed in an oil bath having a temperature of 70° C. and heated to an internal temperature of 56° C. 88.2 ml (738.68 mmol) of 3,3,4,4,4-pentafluorobutanol were added dropwise over a period of 35 min to the reaction mixture. The mixture was stirred at a bath temperature of 70-73° C. and an internal temperature of 69° C. for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was taken up in 1500 ml of dichloromethane. The mixture was washed once with 300 ml of cold water, once with 300 ml of cold aqueous saturated sodium bicarbonate solution and once with 300 ml of cold water. The organic phase was dried with magnesium sulphate, filtered off and concentrated. This gave 192.86 g (92.6% of theory) of the target compound.

1. customThe flask was immersed in an oil bath
2. customa temperature of 70° C.
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. washThe mixture was washed once with 300 ml of cold water, once with 300 ml of cold aqueous saturated sodium bicarbonate solution and once with 300 ml of cold water
5. dry with materialThe organic phase was dried with magnesium sulphate
6. filtrationfiltered off
7. concentrationconcentrated

ORD record

ord-b6f42dc766924ab7835334e565fad15b

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08946215B2