Isopropyl Acetate → Ethyl difluoro(pyridin-2-yl)acetate

Temperature

75 °C

2-Bromopyridine (20 g), ethyl bromodifluoroacetate (27.2 g) and DMF (120 mL) were added and stirred for 10 minutes under nitrogen. Copper powder was added to the reaction mixture and heated to 70-80° C. for 45 minutes. The reaction mixture was cooled to RT and 400 mL of isopropyl acetate (IPAc) was added. The reaction mixture was quenched with the aqueous potassium dihydrogen phosphate at 0-10° C. and stirred for 30 minutes. The reaction mixture was filtered off and the residue obtained was washed with ethyl acetate. The organic layer was collected and washed with brine solution and dried over sodium sulphate then distilled under vacuum. (Crude weight=20 g).

1. temperatureThe reaction mixture was cooled to RT
2. customThe reaction mixture was quenched with the aqueous potassium dihydrogen phosphate at 0-10° C.
3. stirringstirred for 30 minutes
4. filtrationThe reaction mixture was filtered off
5. customthe residue obtained
6. washwas washed with ethyl acetate
7. customThe organic layer was collected
8. washwashed with brine solution
9. dry with materialdried over sodium sulphate
10. distillationthen distilled under vacuum

ORD record

ord-376d4fa8506d493f86b810191acaa7f8

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08541580B2