Hydrochloric Acid → HCID 57704520, compound

To a suspension of potassium t-butoxide (20.7 g) in N,N-dimethylformamide (120 ml) was added n-heptanol (15.6 ml), and the mixture was stirred at room temperature for 30 min. A solution of 4-fluoro-3-trifluoromethylbenzoic acid (16.7 g) in N,N-dimethylformamide (60 ml) was added dropwise to the reaction mixture at 0° C., and the mixture was stirred at 70° C. for 1 hr. The reaction mixture was ice-cooled, water (320 ml) was added, and 6M-hydrochloric acid (40 ml) was added at room temperature. The mixture was stirred at room temperature for 30 min and precipitated crystals were collected by filtration. The crystals were dissolved in ethanol (60 ml) at 70° C., water (96 ml) was added dropwise at the same temperature and the mixture was stirred for 30 min. The mixture was allowed to cool to room temperature, and stirred for 30 min under ice-cooling. The precipitated crystals were collected by filtration to give the object product (24.1 g) as pale-brown crystals.

1. stirringthe mixture was stirred at 70° C. for 1 hr
2. temperaturecooled
3. stirringThe mixture was stirred at room temperature for 30 min
4. customprecipitated crystals
5. filtrationwere collected by filtration
6. dissolutionThe crystals were dissolved in ethanol (60 ml) at 70° C.
7. additionwater (96 ml) was added dropwise at the same temperature
8. stirringthe mixture was stirred for 30 min
9. temperatureto cool to room temperature
10. stirringstirred for 30 min under ice-
11. temperaturecooling
12. filtrationThe precipitated crystals were collected by filtration

ORD record

ord-aad264c0f7f74391a7ab98ff1f29235b

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08809304B2