Isopropanol → 4-Bromo-3-chloro-3,4,4-trifluorobutanoic acid

A solution of 4-bromo-3-chloro-3,4,4-trifluorobutanol (IX) (2.41 g, 10 mmol) in acetone (35 mL) was treated with Jones reagent (7.5 mL) in 10 min with stirring and cooling (ice-water bath). The mixture was then stirred at room temperature for 30 min and 0.5 mL of i-propanol was then added. The precipitated salts were removed by filtration, washed with acetone. The residue obtained after concentration of the flitrate was dissolved in methylene chloride (100 mL), washed with 1N HCl (50 mL), brine, and dried over anhydrous magnesium sulfate. Evaporation of the solvent gave 2.17 g (85%) of 4-bromo-3-chloro-3,4,4-trifluorobutanoic acid (VIII) as a dear oil.

1. stirringThe mixture was then stirred at room temperature for 30 min
2. customThe precipitated salts were removed by filtration
3. washwashed with acetone
4. customThe residue obtained after concentration of the flitrate
5. washwashed with 1N HCl (50 mL), brine
6. dry with materialdried over anhydrous magnesium sulfate
7. customEvaporation of the solvent

ORD record

ord-124a02a7f9ef4809ab3b202d13e18c7d

Source dataset

uspto-grants-1997_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05627174