Reaction #65850

Reaction equation

nitric acid

sulphuric acid

2-(1-chloro-2,2,2-trifluoroethyl)-2-trifluoromethyl-1,3-benzodloxole

2-(1-Chloro-2,2,2-trifluoroethyl)-2-trifluoromethyl-1,3-benzodioxole

→

5-Nitro-2-(1-chloro-2,2,2-trifluoroethyl)-2-trifluoromethyl-1,3-benzodioxole

Solvents

methylene chloride

Conditions

Workup

1. 1
   Extractionextracted with methylene chloride
2. 2
   WashThe combined organic phases were washed twice with water
3. 3
   Otherdried
4. 4
   Concentrationconcentrated

Procedure

613 g of 2-(1-chloro-2,2,2-trifluoroethyl)-2-trifluoromethyl-1,3-benzodloxole from Example 2 were dissolved in 1.2 l of methylene chloride and added dropwise at 0°-10° C. to a mixture of 400 ml of 65% nitric acid and 400 ml of conc. sulphuric acid. The reaction mixture was subsequently stirred for 2 hours at room temperature. It was then added cautiously to 2 l of ice-water and extracted with methylene chloride. The combined organic phases were washed twice with water, dried and concentrated. The yield was 652 g (93% of theory). The NMR spectra showed the following characteristic absorptions: 19F NMR: -66.4 and -79.2 ppm. 1H NMR: 4.81 ppm.

Source