3,5-Difluorobenzonitrile → 3,5-Difluorobenzylamine

A mixture of 3,5-difluorobenzonitrile (13.9 g., 0.10 mole) in methanol [(140 ml.), saturated with ammonia]and Raney nickel was shaken under hydrogen (50 psi.) for 1.5 hours and the solution was decanted from the catalyst. The solution was filtered, evaporated to an oil, and dissolved in ethyl acetate. The ethyl acetate solution was extracted twice with 1N HCl (75 ml.) and the aqueous solution was washed once with ethyl acetate, made basic with 10% sodium hydroxide, and extracted with three portions of ethyl acetate (100 ml.). The ethyl acetate solution was washed with water and brine, dried, and the solvent removed under vacuum. The residue was diluted with ether, filtered, and the solvent was removed under vacuum to give 3,5-difluorobenzylamine as an oil (11.7 g., 82%).

1. customthe solution was decanted from the catalyst
2. filtrationThe solution was filtered
3. customevaporated to an oil
4. dissolutiondissolved in ethyl acetate
5. extractionThe ethyl acetate solution was extracted twice with 1N HCl (75 ml.)
6. washthe aqueous solution was washed once with ethyl acetate
7. extractionextracted with three portions of ethyl acetate (100 ml.)
8. washThe ethyl acetate solution was washed with water and brine
9. customdried
10. customthe solvent removed under vacuum
11. additionThe residue was diluted with ether
12. filtrationfiltered
13. customthe solvent was removed under vacuum

ORDレコード

ord-0d11a5a0ac9547fa97c644a1d78afa6d

出典データセット

uspto-grants-1988_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04761415