Hydrochloric Acid → 4-Chloro-2-(trifluoromethoxy)phenol

Temperature

30 °C

1.78 g of o-trifluoromethoxyphenol was dissolved in 5 mL of toluene, and the mixture was stirred in an ice water bath for 20 min. 1.485 g of sulfonyl chloride was added dropwise to the reaction system within 10 min, which was then stirred for 20 min. The solution was moved to a water bath maintained at 30° C., and allowed to stir at this temperature for 1 h. 200 mL of 5% sodium carbonate aqueous solution and 50 mL of toluene were added to the system, which was then violently vibrated and isolated (pH of water layer was 10 upon determination). The pH of water layer was adjusted to 2 with 2 N of hydrochloric acid aqueous solution. The solution was extracted with 50 mL of toluene once again. The toluene layers were combined, successively washed with 100 mL of water and 100 mL of saturated sodium chloride aqueous solution, dried over 5 g of anh. MgSO4 for 30 min, and concentrated via a rotary evaporator to obtain a white granular solid. MS anion peak (M-H: 213).

1. stirringwhich was then stirred for 20 min
2. customThe solution was moved to a water bath
3. stirringto stir at this temperature for 1 h
4. extractionThe solution was extracted with 50 mL of toluene once again
5. washsuccessively washed with 100 mL of water and 100 mL of saturated sodium chloride aqueous solution
6. dry with materialdried over 5 g of anh. MgSO4 for 30 min
7. concentrationconcentrated via a rotary evaporator
8. customto obtain a white granular solid

ORD record

ord-8434b802f0d548f9abf334454323c2f9

Source dataset

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08604065B2