Carbon Dioxide → 2,3-Dichloro-6-(trifluoromethyl)benzoic acid

Temperature

-78 °C

83.4 g of 3,4-dichlorobenzotrifluoride was dissolved in 800 ml of dried tetrahydrofuran, and 250 ml of hexane solution of n-butyl lithium(1.6 mol/1) was added to the solution dropwise over 15 minutes at -78° C. under nitrogen atmosphere. Following to stirring the solution for 2 hours at -78° C., 50 g of dry ice was then gradually added to the solution at the same temperature. After elevating the temperature of the solution up to room temperature, 250 ml of cold water was added to the solution to separate the resulting solution, and the aqueous layer obtained was adjusted to an acidic condition of a pH value of 1 with concentrated hydrochloric acid while cooling. Then, the aqueous layer was extracted with ether, and the extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled out under reduced pressure, and the oily residue obtained was crystalized with n-hexane, washed, filtered, and dried to obtain 89 g of the title compound(mp. 88-89° C.).

1. additionwas added to the solution
2. customto separate the resulting solution
3. customthe aqueous layer obtained
4. temperaturewhile cooling
5. extractionThen, the aqueous layer was extracted with ether
6. washthe extract was washed with water
7. dry with materialdried over anhydrous magnesium sulfate
8. distillationThe solvent was distilled out under reduced pressure
9. customthe oily residue obtained
10. customwas crystalized with n-hexane
11. washwashed
12. filtrationfiltered
13. customdried

ORD record

ord-f2d89c5c41894bbe9aa355a5eba760e0

Source dataset

uspto-grants-2000_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06054605