Hydrochloric Acid → 2,5-bis(2,2,2-trifluoroethoxy)benzoic Acid

온도

100 °C

To a solution of 2,2,2-trifluoroethanol (14.7 g) and DMF (125 ml) was added sodium tert-butoxide (12.8 g) at 0° C. The solution was stirred at 20 to 25° C. for 1 hour at which point 5-bromo-2-(2,2,2-trifluoroethoxy)benzoic acid (20 g) was added followed by cupric bromide (2.0 g). The mixture was stirred at 100° C. for 10 hours, cooled to 10° C., and water (30 ml) was added followed by 20% HCl solution (90 ml). The solution was extracted with dichloromethane (3×80 ml), and the combined organic layers were washed with water (3×60 ml). The solution was concentrated to one-third of the original volume and hexane (200 ml) was added. The resulting suspension was stirred at room temperature for 2 hours, filtered and the damp cake was rinsed with hexane (2×40 ml). The damp cake was dried in vacuo at 40° C. for 5 hours to give the product as a white solid (16.02 g, yield 75.3%).

1. additionwas added
2. temperaturecooled to 10° C.
3. extractionThe solution was extracted with dichloromethane (3×80 ml)
4. washthe combined organic layers were washed with water (3×60 ml)
5. concentrationThe solution was concentrated to one-third of the original volume and hexane (200 ml)
6. additionwas added
7. stirringThe resulting suspension was stirred at room temperature for 2 hours
8. filtrationfiltered
9. washthe damp cake was rinsed with hexane (2×40 ml)
10. customThe damp cake was dried in vacuo at 40° C. for 5 hours

ORD 기록

ord-36ef08f65e6a4c69ad554e6ed5230d03

출처 데이터셋

uspto-grants-2007_03

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07196197B2