2-Chloro-2,3,3-trifluorobutanedioic acid → 2,2,3-Trifluorobutanedioic acid

To a stirring solution of the chlorotrifluorosuccinic acid (part b) (24.5 g) in 200 ml dioxane was added portionwise zinc metal (85 g) and the mixture was stirred at ambient temperature for 10 hours to yield a viscous liquid which was decanted from the unreacted zinc. Most of the dioxane was evaporated in vacuo. The residue was dissolved in 100 ml H2O and a solution of 7.7 ml of concentrated H2SO4 in 25 ml of water was added. The solution was extracted with ether (3×100 ml) and dried over anhydrous MgSO4. The organic layer was stripped to yield 8.3 g (32%) of the product as a crystalline solid.

1. customto yield a viscous liquid which
2. customwas decanted from the unreacted zinc
3. customMost of the dioxane was evaporated in vacuo
4. dissolutionThe residue was dissolved in 100 ml H2O
5. additiona solution of 7.7 ml of concentrated H2SO4 in 25 ml of water was added
6. extractionThe solution was extracted with ether (3×100 ml)
7. dry with materialdried over anhydrous MgSO4

ORD record

ord-12d76bd288204ab9895441c0ad284664

Source dataset

uspto-grants-1998_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05726176