Acetonitrile → 4,4,4-Trifluoro-3-oxobutanenitrile

Temperature

100 °C

To a stirred suspension of 60% NaH (33.80 g, 1.408 mol, 2 eq) in dioxane (700 mL) was added acetonitrile (44.3 mL, 0.845 mol, 1.2 eq.) at 0° C. over a period of 30 min followed ethyl trifluoroacetate (83.70 mL, 0.704 mol, 1.0 eq). The reaction mixture was slowly and carefully heated to 100° C. for 3 h. The dioxane was evaporated under reduced pressure and pH was adjusted to ˜6 with 1N HCl and extracted with ether (200 mL×4), dried (MgSO4) and evaporated under vacuum to get 4,4,4-trifluoro-3-oxobutanenitrile (95 g, crude, brown oil). The compound was confirmed by matching with the TLC of reference compound.

1. customThe dioxane was evaporated under reduced pressure and pH
2. extractionextracted with ether (200 mL×4)
3. dry with materialdried (MgSO4)
4. customevaporated under vacuum

ORD record

ord-1df2acec5f4e4e6ca2adcae985aeea54

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08946204B2