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

Temperature

50 °C

2-Bromopyridine (4.5 g, 28.5 mmol) and 2-bromo-2,2-difluoroacetic acid ethyl ester (6 g, 29.6 mmol) were dissolved in DMF (25 ml) and Cu (4.5 g, 71.2 mmol) was added. The reaction mixture was heated at 50° C. for 18 h and after adding isopropyl acetate (30 ml) the reaction mixture was quenched with a solution of potassium dihydrogen phosphate (8 g) in water (50 ml). The resultant solution was stirred for 30 min, filtered and washed with isopropyl acetate. The organic layer was separated, washed with water and brine. After drying the organic layer was dried over MgSO4, it was filtered and concentrated to give 2,2-difluoro-2-pyridin-2-ylacetic acid ethyl ester (4.3 g) as a brown liquid.

1. customwas quenched with a solution of potassium dihydrogen phosphate (8 g) in water (50 ml)
2. filtrationfiltered
3. washwashed with isopropyl acetate
4. customThe organic layer was separated
5. washwashed with water and brine
6. customAfter drying the organic layer
7. dry with materialwas dried over MgSO4, it
8. filtrationwas filtered
9. concentrationconcentrated

ORD record

ord-cf90dbefb48a43d0bc3e3083e9ccb97a

Source dataset

uspto-grants-2011_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08013186B2