Hydrochloric Acid → Ethyl 4,4-difluoroacetoacetate

Temperature

60 °C

In a sulfonation flask, N,N-diethyl-2,2-difluoroacetamide (1.51 g; 10 mmol) was dissolved in ethyl acetate (20 ml) before ethanolic sodium ethoxide (15 ml of a 21% solution; 40.2 mmol) was added dropwise. The resulting mixture was stirred at 60° C. for 6 hours. After cooling, the mixture was poured into ice-water (20 ml), acidified with hydrochloric acid (10%) and extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate and evaporated in a water jet vacuum. The residue was purified by distillation under reduced pressure to give the desired 4,4-difluoro-3-oxo-butanoic acid ethyl ester in the form of a colourless oil.

1. addition40.2 mmol) was added dropwise
2. temperatureAfter cooling
3. extractionextracted with ethyl acetate
4. washThe organic phase was washed with brine
5. dry with materialdried over sodium sulfate
6. customevaporated in a water jet vacuum
7. distillationThe residue was purified by distillation under reduced pressure

ORD record

ord-3ffb696f2b594d4ab30b29ce2e614fb7

Source dataset

uspto-grants-2008_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07355065B2