Acetic Acid → N-(2,2,2-Trifluoroethyl)-2-propanamine hydrochloride

After briskly stirring a mixture of acetone (1.10 ml; 15 mmol), 2,2,2-trifluoroethylamine hydrochloride (1 g; 7.4 mmol), AcOH (2 ml) and 3 Å molecular sieves (5 g) in 30 ml of CH2Cl2 for 2 hour at room temperature, sodium triacetoxyborohydride (3.20 g; 15 mmol) was added. After stirring 18 hours at room temperature, the reaction mixture was filtered through celite and 5 ml of ethereal HCl were added. After removing the volatiles in vacuo the residue was partitioned between ether (100 ml) and 1N NaOH (100 ml). The organic layer was washed with brine (50 ml), dried (MgSO4) and filtered. Ethereal HCl (5 ml) was added and the volatiles were removed in vacuo to afford 855 mg (65%) of the title compound of this step as a white powder. mp (melting point)=80°-90° C.

1. stirringAfter stirring 18 hours at room temperature
2. filtrationthe reaction mixture was filtered through celite and 5 ml of ethereal HCl
3. additionwere added
4. customAfter removing the volatiles in vacuo the residue
5. customwas partitioned between ether (100 ml) and 1N NaOH (100 ml)
6. washThe organic layer was washed with brine (50 ml)
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. additionEthereal HCl (5 ml) was added
10. customthe volatiles were removed in vacuo

ORD record

ord-7099bb9f8c9e4fc2b5dc657c24044bcf

Source dataset

uspto-grants-1998_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05846990